#------------------------------------------------------------------------------
#$Date: 2022-04-20 00:49:44 +0200 (Wed 20 de Apr de 2022) $
#$Revision: 274587 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/48/7244837.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_7244837
loop_
_publ_author_name
'Hatcher, Lauren E.'
'Coulson, Ben A.'
_publ_section_title
;
 Exploring the influence of polymorphism and chromophore co-ligands on
 linkage isomer photoswitching in [Pd(bpy4dca)(NO2)2]
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00213B
_journal_year                    2022
_chemical_formula_moiety         'C14 H12 N2 O4'
_chemical_formula_sum            'C14 H12 N2 O4'
_chemical_formula_weight         272.26
_chemical_name_common            bpy4dc
_chemical_name_systematic        'dimethyl 2,2'-bipyridine-4,4'-dicarboxylate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-02-14 deposited with the CCDC.	2022-03-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.720(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   3.8010(2)
_cell_length_b                   5.8557(3)
_cell_length_c                   27.5948(12)
_cell_measurement_reflns_used    2159
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.4780
_cell_measurement_theta_min      4.1330
_cell_volume                     612.90(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.3795
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            3721
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.359
_diffrn_reflns_theta_min         3.557
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_description       block
_exptl_crystal_F_000             284
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane'
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.048
_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     92
_refine_ls_number_reflns         1251
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0424
_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)+(0.0502P)²+0.2853P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1066
_refine_ls_wR_factor_ref         0.1118
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1103
_reflns_number_total             1251
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00213b2.cif
_cod_data_source_block           bpy4dca
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7244837
_shelx_shelxl_version_number     2018/3
_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   0.947
_shelx_estimated_absorpt_t_max   0.978
_shelx_res_file
;
TITL g21leh077a_a.res in P2(1)/c
    g21leh077a.res
    created by SHELXL-2018/3 at 16:14:40 on 10-Nov-2021
REM Old TITL g21leh077a in P21/c #14
REM SHELXT solution in P2(1)/c: R1 0.144, Rweak 0.382, Alpha 0.017
REM <I/s> 1.675 for 127 systematic absences, Orientation as input
REM Formula found by SHELXT: C7 N2 O
CELL 0.71073 3.801 5.8557 27.5948 90 93.72 90
ZERR 2 0.0002 0.0003 0.0012 0 0.004 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 28 24 4 8
EQIV $1 -X,2-Y,1-Z
EQIV $2 1-X,-0.5+Y,1.5-Z

L.S. 20
PLAN  5
SIZE 0.5 0.3 0.2
TEMP -123
CONF
HTAB C1 N1_$1
HTAB C7 O2_$2
BOND $H
LIST 4
MORE -1
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\g21leh077a.hkl">
REM </olex2.extras>

WGHT    0.050200    0.285300
FVAR       1.11657
O1    4    0.789545    0.333776    0.659426    11.00000    0.04088    0.02712 =
         0.01874    0.00238   -0.00314    0.00569
O2    4    0.631337    0.661022    0.694121    11.00000    0.05114    0.03544 =
         0.02002   -0.00461   -0.00104    0.00547
N1    3    0.302351    0.766398    0.515989    11.00000    0.02190    0.01906 =
         0.02239    0.00176    0.00043    0.00012
C1    1    0.254132    0.893078    0.555251    11.00000    0.02213    0.01935 =
         0.02692   -0.00004    0.00135    0.00161
AFIX  43
H1    2    0.135722    1.035216    0.550945    11.00000   -1.20000
AFIX   0
C2    1    0.367891    0.827943    0.601965    11.00000    0.02292    0.02186 =
         0.02289   -0.00431    0.00294   -0.00120
AFIX  43
H2    2    0.333807    0.924672    0.628898    11.00000   -1.20000
AFIX   0
C3    1    0.532898    0.617662    0.608338    11.00000    0.01689    0.02196 =
         0.02047    0.00040    0.00098   -0.00410
C4    1    0.585321    0.484147    0.567995    11.00000    0.01891    0.01811 =
         0.02162    0.00067   -0.00039   -0.00098
AFIX  43
H4    2    0.697250    0.339458    0.571404    11.00000   -1.20000
AFIX   0
C5    1    0.470553    0.566462    0.522373    11.00000    0.01645    0.01743 =
         0.02112    0.00096    0.00078   -0.00252
C6    1    0.654440    0.544503    0.658677    11.00000    0.02247    0.02573 =
         0.02026   -0.00002    0.00138   -0.00321
C7    1    0.918118    0.249773    0.706724    11.00000    0.03726    0.03669 =
         0.02131    0.00758   -0.00247    0.00461
AFIX 137
H7A   2    1.006872    0.093726    0.703530    11.00000   -1.50000
H7B   2    0.725400    0.250192    0.728656    11.00000   -1.50000
H7C   2    1.108998    0.348613    0.719959    11.00000   -1.50000
AFIX   0
HKLF 4




REM  g21leh077a_a.res in P2(1)/c
REM wR2 = 0.1118, GooF = S = 1.069, Restrained GooF = 1.069 for all data
REM R1 = 0.0424 for 1103 Fo > 4sig(Fo) and 0.0491 for all 1251 data
REM 92 parameters refined using 0 restraints

END

WGHT      0.0502      0.2853

REM Highest difference peak  0.214,  deepest hole -0.296,  1-sigma level  0.048
Q1    1   0.5000  0.5000  0.5000  10.50000  0.05    0.21
Q2    1   0.5714  0.5378  0.5404  11.00000  0.05    0.20
Q3    1   0.0853  0.7697  0.4999  11.00000  0.05    0.18
Q4    1   0.6119  0.5756  0.6330  11.00000  0.05    0.18
Q5    1   0.1953  0.8378  0.5816  11.00000  0.05    0.17
;
_shelx_res_checksum              39875
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
O1 O 0.7895(3) 0.33378(19) 0.65943(4) 0.0291(3) Uani 1 1 d . . . . .
O2 O 0.6313(3) 0.6610(2) 0.69412(4) 0.0357(4) Uani 1 1 d . . . . .
N1 N 0.3024(3) 0.7664(2) 0.51599(4) 0.0212(3) Uani 1 1 d . . . . .
C1 C 0.2541(4) 0.8931(3) 0.55525(6) 0.0228(4) Uani 1 1 d . . . . .
H1 H 0.135722 1.035216 0.550945 0.027 Uiso 1 1 calc R U . . .
C2 C 0.3679(4) 0.8279(3) 0.60196(5) 0.0225(4) Uani 1 1 d . . . . .
H2 H 0.333807 0.924672 0.628898 0.027 Uiso 1 1 calc R U . . .
C3 C 0.5329(4) 0.6177(3) 0.60834(5) 0.0198(3) Uani 1 1 d . . . . .
C4 C 0.5853(4) 0.4841(2) 0.56800(5) 0.0196(3) Uani 1 1 d . . . . .
H4 H 0.697250 0.339458 0.571404 0.024 Uiso 1 1 calc R U . . .
C5 C 0.4706(4) 0.5665(2) 0.52237(5) 0.0184(3) Uani 1 1 d . . . . .
C6 C 0.6544(4) 0.5445(3) 0.65868(5) 0.0228(4) Uani 1 1 d . . . . .
C7 C 0.9181(5) 0.2498(3) 0.70672(6) 0.0319(4) Uani 1 1 d . . . . .
H7A H 1.006872 0.093726 0.703530 0.048 Uiso 1 1 calc R U . . .
H7B H 0.725400 0.250192 0.728656 0.048 Uiso 1 1 calc R U . . .
H7C H 1.108998 0.348613 0.719959 0.048 Uiso 1 1 calc R U . . .
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
O1 0.0409(7) 0.0271(6) 0.0187(6) 0.0024(4) -0.0031(5) 0.0057(5)
O2 0.0511(8) 0.0354(7) 0.0200(6) -0.0046(5) -0.0010(5) 0.0055(6)
N1 0.0219(6) 0.0191(6) 0.0224(7) 0.0018(5) 0.0004(5) 0.0001(5)
C1 0.0221(8) 0.0194(7) 0.0269(8) 0.0000(6) 0.0013(6) 0.0016(6)
C2 0.0229(8) 0.0219(7) 0.0229(8) -0.0043(6) 0.0029(6) -0.0012(6)
C3 0.0169(7) 0.0220(7) 0.0205(8) 0.0004(6) 0.0010(5) -0.0041(6)
C4 0.0189(7) 0.0181(7) 0.0216(8) 0.0007(6) -0.0004(6) -0.0010(6)
C5 0.0164(7) 0.0174(7) 0.0211(8) 0.0010(6) 0.0008(5) -0.0025(6)
C6 0.0225(8) 0.0257(8) 0.0203(8) 0.0000(6) 0.0014(6) -0.0032(6)
C7 0.0373(10) 0.0367(9) 0.0213(8) 0.0076(7) -0.0025(7) 0.0046(8)
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'
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
_geom_angle_publ_flag
C6 O1 C7 115.73(12) . . ?
C1 N1 C5 117.91(12) . . ?
N1 C1 C2 123.41(14) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C1 C2 C3 118.23(14) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C4 C3 C2 119.10(13) . . ?
C4 C3 C6 122.15(14) . . ?
C2 C3 C6 118.75(13) . . ?
C3 C4 C5 118.59(14) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.71(13) . . ?
N1 C5 C5 116.35(15) . 3_666 ?
C4 C5 C5 120.94(16) . 3_666 ?
O2 C6 O1 124.10(14) . . ?
O2 C6 C3 123.96(14) . . ?
O1 C6 C3 111.94(13) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.3362(19) . ?
O1 C7 1.4497(18) . ?
O2 C6 1.2004(18) . ?
N1 C1 1.3354(19) . ?
N1 C5 1.3401(19) . ?
C1 C2 1.386(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.388(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.385(2) . ?
C3 C6 1.498(2) . ?
C4 C5 1.392(2) . ?
C4 H4 0.9500 . ?
C5 C5 1.489(3) 3_666 ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1 H1 N1 0.95 2.67 3.4315(19) 137.4 3_576 yes
C7 H7B O2 0.98 2.65 3.586(2) 159.7 2_646 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -0.2(2) . . . . ?
N1 C1 C2 C3 -1.6(2) . . . . ?
C1 C2 C3 C4 1.6(2) . . . . ?
C1 C2 C3 C6 -179.52(13) . . . . ?
C2 C3 C4 C5 0.1(2) . . . . ?
C6 C3 C4 C5 -178.75(13) . . . . ?
C1 N1 C5 C4 2.0(2) . . . . ?
C1 N1 C5 C5 -178.11(15) . . . 3_666 ?
C3 C4 C5 N1 -2.0(2) . . . . ?
C3 C4 C5 C5 178.16(15) . . . 3_666 ?
C7 O1 C6 O2 -1.1(2) . . . . ?
C7 O1 C6 C3 179.29(12) . . . . ?
C4 C3 C6 O2 175.66(15) . . . . ?
C2 C3 C6 O2 -3.2(2) . . . . ?
C4 C3 C6 O1 -4.7(2) . . . . ?
C2 C3 C6 O1 176.42(12) . . . . ?
