#------------------------------------------------------------------------------
#$Date: 2023-11-06 08:51:10 +0200 (Mon, 06 Nov 2023) $
#$Revision: 287307 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/98/1569870.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_1569870
loop_
_publ_author_name
'Dayaratne, W Lakna N'
'Torres-Cadena, Raúl'
'Schmitt, Bennett P.'
'Westrick, Emma M.'
'Jaffe, Adam'
_publ_section_title
;
 Hybrid bronzes: mixed-valence organic-inorganic metal oxides as a tunable
 material platform.
;
_journal_issue                   39
_journal_name_full               'Chemical science'
_journal_page_first              10756
_journal_page_last               10767
_journal_paper_doi               10.1039/d3sc03828a
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C5 H4 Mo N2 O3'
_chemical_formula_sum            'C5 H4 Mo N2 O3'
_chemical_formula_weight         236.04
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-07-14
_audit_creation_method
;FinalCif V123 by Daniel Kratzert, Freiburg 2023, 
https://dkratzert.de/finalcif.html
;
_audit_update_record
;
2023-07-18 deposited with the CCDC.	2023-09-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.522(3)
_cell_length_b                   7.375(3)
_cell_length_c                   25.795(11)
_cell_measurement_reflns_used    3004
_cell_measurement_temperature    120.01
_cell_measurement_theta_max      26.360
_cell_measurement_theta_min      3.159
_cell_volume                     1431.0(10)
_computing_cell_refinement       'Bruker SAINT (Bruker, 2021)'
_computing_data_collection       'Bruker APEX-4 (Bruker, 2021)'
_computing_data_reduction        'Bruker SAINT (Bruker, 2021)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2020)'
_computing_publication_material
'FinalCIF (Kratzert, 2023)/CIFTAB (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015a)'
_diffrn_ambient_temperature      120.01
_diffrn_detector                 'CCD Area Detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'Bruker APEX-II'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8'
_diffrn_measurement_method       'combination of ω and φ-scans'
_diffrn_radiation_monochromator  'Bruker TRIUMPH curved-graphite'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0762
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            15450
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.017
_diffrn_reflns_theta_min         1.579
_diffrn_source_current           35.0
_diffrn_source_power             1.75
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.787
_exptl_absorpt_correction_T_max  0.9583
_exptl_absorpt_correction_T_min  0.8076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0670 before and 0.0569 after correction.
The Ratio of minimum to maximum transmission is 0.8427.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.191
_exptl_crystal_description       plate
_exptl_crystal_F_000             912
_exptl_crystal_recrystallization_method
'Hydrothermal reaction at 95C for 24 h followed by 80C for 3 days'
_exptl_crystal_size_max          0.092
_exptl_crystal_size_mid          0.079
_exptl_crystal_size_min          0.021
_refine_diff_density_max         4.363
_refine_diff_density_min         -4.043
_refine_diff_density_rms         0.318
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.211
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         1402
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.206
_refine_ls_R_factor_all          0.0969
_refine_ls_R_factor_gt           0.0814
_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)+(0.0001P)²+102.6131P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1693
_refine_ls_wR_factor_ref         0.1753
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1160
_reflns_number_total             1402
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc03828a2.cif
_cod_data_source_block           aj1-azp0p5MoO3
_cod_depositor_comments
'Adding full bibliography for 1569868--1569870.cif.'
_cod_database_code               1569870
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Mo1 \\sim O3: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
O1 \\sim Mo1: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C6(H6), C5(H5)
;
_olex2_submission_special_instructions 'No special instructions were received'
_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   0.853
_shelx_estimated_absorpt_t_max   0.963
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 700'
_shelx_res_file
;
TITL aj1_a.res in Pbca
    aj1.res
    created by SHELXL-2018/3 at 18:21:00 on 14-Jul-2023
REM Old TITL aj1 in Pbca
REM SHELXT solution in Pbca: R1 0.140, Rweak 0.007, Alpha 0.057
REM <I/s> 1.320 for 276 systematic absences, Orientation as input
REM Formula found by SHELXT: C7 N2 O Mo
CELL 0.71073 7.522 7.3754 25.7947 90 90 90
ZERR 8 0.0032 0.0031 0.0107 0 0 0
LATT 1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H Mo N O
UNIT 40 32 8 16 24
SIMU Mo1 O3
SIMU O1 Mo1

L.S. 20
PLAN  2
SIZE 0.021 0.079 0.092
TEMP -153.14
CONF
BOND
LIST 4
MORE -1
BOND $H
fmap 2
acta
OMIT 8 3 2
REM <olex2.extras>
REM <HklSrc "%.\\aj1.hkl">
REM </olex2.extras>

WGHT    0.000100  102.613098
FVAR       0.23632
MO1   3    0.532718    0.320708    0.762043    11.00000    0.00461    0.00430 =
         0.00976   -0.00006   -0.00128   -0.00008
O3    5    0.511742    0.328624    0.827306    11.00000    0.00454    0.00930 =
         0.01687   -0.00126   -0.00332   -0.00406
O1    5    0.479067    0.091005    0.747907    11.00000    0.02342
N1    4    0.524231    0.345431    0.668573    11.00000    0.01838    0.00752 =
         0.01009    0.00081    0.00311    0.00437
N2    4    0.463597    0.430429    0.508650    11.00000    0.03821    0.02055 =
         0.02291    0.00498   -0.00432   -0.00707
C4    1    0.492203    0.407251    0.563415    11.00000    0.01621    0.01777 =
         0.01769    0.00445    0.00204   -0.00252
C3    1    0.615635    0.501864    0.592496    11.00000    0.02020    0.01580 =
         0.02227    0.00460    0.00430   -0.00351
AFIX  43
H3    2    0.690396    0.590058    0.576837    11.00000   -1.20000
AFIX   0
C2    1    0.627532    0.465036    0.644794    11.00000    0.01358    0.01561 =
         0.01626   -0.00429    0.00048    0.01203
AFIX  43
H2    2    0.713761    0.528308    0.664714    11.00000   -1.20000
AFIX   0
C6    1    0.406516    0.249330    0.640150    11.00000    0.01659    0.01611 =
         0.01488   -0.00071    0.00363   -0.00922
AFIX  43
H6    2    0.334019    0.161461    0.656830    11.00000   -1.20000
AFIX   0
O2    5    0.760813    0.339388    0.752968    11.00000    0.00637    0.15453 =
         0.01297    0.00297    0.00054   -0.00108
C5    1    0.389031    0.275973    0.587164    11.00000    0.02136    0.02113 =
         0.02204   -0.00004   -0.00649   -0.00701
AFIX  43
H5    2    0.307669    0.205349    0.567524    11.00000   -1.20000
AFIX   0
HKLF 4




REM  aj1_a.res in Pbca
REM wR2 = 0.175310, GooF = S = 1.21140, Restrained GooF = 1.20613 for all data
REM R1 = 0.081381 for 1160 Fo > 4sig(Fo) and 0.096942 for all 1402 data
REM 95 parameters refined using 12 restraints

END

WGHT      0.0000    102.6281

REM Highest difference peak  4.363,  deepest hole -4.043,  1-sigma level  0.318
Q1    1   0.5808  0.0910  0.7513  11.00000  0.05    4.36
Q2    1   0.4604  0.4282  0.7361  11.00000  0.05    1.69
;
_shelx_res_checksum              69512
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.53272(13) 0.32071(14) 0.76204(4) 0.0062(3) Uani 1 1 d . U . . .
O3 O 0.5117(11) 0.3286(13) 0.8273(3) 0.0102(18) Uani 1 1 d . U . . .
O1 O 0.4791(14) 0.0910(13) 0.7479(4) 0.023(2) Uiso 1 1 d . U . . .
N1 N 0.5242(15) 0.3454(14) 0.6686(4) 0.012(2) Uani 1 1 d . . . . .
N2 N 0.464(2) 0.4304(17) 0.5087(5) 0.027(3) Uani 1 1 d . . . . .
C4 C 0.4922(18) 0.4073(19) 0.5634(5) 0.017(3) Uani 1 1 d . . . . .
C3 C 0.616(2) 0.5019(19) 0.5925(6) 0.019(3) Uani 1 1 d . . . . .
H3 H 0.690396 0.590058 0.576837 0.023 Uiso 1 1 calc R U . . .
C2 C 0.6275(18) 0.4650(19) 0.6448(5) 0.015(3) Uani 1 1 d . . . . .
H2 H 0.713761 0.528308 0.664714 0.018 Uiso 1 1 calc R U . . .
C6 C 0.4065(18) 0.249(2) 0.6401(5) 0.016(3) Uani 1 1 d . . . . .
H6 H 0.334019 0.161461 0.656830 0.019 Uiso 1 1 calc R U . . .
O2 O 0.7608(14) 0.339(3) 0.7530(4) 0.058(5) Uani 1 1 d . . . . .
C5 C 0.389(2) 0.276(2) 0.5872(6) 0.022(3) Uani 1 1 d . . . . .
H5 H 0.307669 0.205349 0.567524 0.026 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
Mo1 0.0046(5) 0.0043(5) 0.0098(5) -0.0001(4) -0.0013(4) -0.0001(4)
O3 0.005(4) 0.009(4) 0.017(4) -0.001(4) -0.003(3) -0.004(4)
N1 0.018(6) 0.008(5) 0.010(5) 0.001(4) 0.003(5) 0.004(5)
N2 0.038(8) 0.021(6) 0.023(7) 0.005(5) -0.004(6) -0.007(6)
C4 0.016(8) 0.018(7) 0.018(7) 0.004(6) 0.002(5) -0.003(6)
C3 0.020(7) 0.016(7) 0.022(8) 0.005(6) 0.004(6) -0.004(6)
C2 0.014(7) 0.016(7) 0.016(7) -0.004(6) 0.000(5) 0.012(6)
C6 0.017(7) 0.016(6) 0.015(7) -0.001(6) 0.004(5) -0.009(6)
O2 0.006(5) 0.155(15) 0.013(5) 0.003(8) 0.001(4) -0.001(8)
C5 0.021(7) 0.021(8) 0.022(8) 0.000(6) -0.006(6) -0.007(6)
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'
Mo Mo -1.6832 0.6857 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 -1.00 1.00 0.0350
1.00 0.00 -1.00 0.0360
-1.00 0.00 1.00 0.0430
0.00 0.00 -1.00 0.0080
0.00 0.00 1.00 0.0090
0.00 1.00 -1.00 0.0230
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
O3 Mo1 O1 95.1(5) . 3_656 ?
O3 Mo1 O1 102.5(5) . . ?
O3 Mo1 N1 170.7(4) . . ?
O3 Mo1 O2 102.9(4) . . ?
O3 Mo1 O2 95.2(4) . 6_557 ?
O1 Mo1 O1 155.13(9) . 3_656 ?
O1 Mo1 N1 82.0(4) . . ?
O1 Mo1 N1 78.3(4) 3_656 . ?
O1 Mo1 O2 82.4(6) 3_656 6_557 ?
O1 Mo1 O2 78.6(6) . 6_557 ?
O2 Mo1 O1 87.0(7) . 3_656 ?
O2 Mo1 O1 105.8(7) . . ?
O2 Mo1 N1 83.4(4) . . ?
O2 Mo1 N1 77.5(4) 6_557 . ?
O2 Mo1 O2 159.7(5) . 6_557 ?
Mo1 O1 Mo1 168.4(6) . 3_646 ?
C2 N1 Mo1 119.7(9) . . ?
C2 N1 C6 118.8(11) . . ?
C6 N1 Mo1 121.3(9) . . ?
N2 N2 C4 112.6(16) 5_666 . ?
C3 C4 N2 125.0(13) . . ?
C3 C4 C5 119.3(13) . . ?
C5 C4 N2 115.7(13) . . ?
C4 C3 H3 120.8 . . ?
C2 C3 C4 118.4(13) . . ?
C2 C3 H3 120.8 . . ?
N1 C2 C3 123.1(13) . . ?
N1 C2 H2 118.5 . . ?
C3 C2 H2 118.5 . . ?
N1 C6 H6 119.2 . . ?
N1 C6 C5 121.5(13) . . ?
C5 C6 H6 119.2 . . ?
Mo1 O2 Mo1 171.2(11) . 6_657 ?
C4 C5 C6 118.8(13) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
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
Mo1 O3 1.692(9) . ?
Mo1 O1 2.012(10) 3_656 ?
Mo1 O1 1.779(10) . ?
Mo1 N1 2.419(10) . ?
Mo1 O2 2.086(11) 6_557 ?
Mo1 O2 1.737(11) . ?
N1 C2 1.326(18) . ?
N1 C6 1.351(17) . ?
N2 N2 1.25(3) 5_666 ?
N2 C4 1.439(18) . ?
C4 C3 1.38(2) . ?
C4 C5 1.38(2) . ?
C3 H3 0.9500 . ?
C3 C2 1.379(19) . ?
C2 H2 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.387(19) . ?
C5 H5 0.9500 . ?
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
Mo1 N1 C2 C3 -172.3(10) . . . . ?
Mo1 N1 C6 C5 173.6(11) . . . . ?
O3 Mo1 O1 Mo1 -74(3) . . . 3_646 ?
O1 Mo1 O1 Mo1 152(3) 3_656 . . 3_646 ?
N1 Mo1 O1 Mo1 114(3) . . . 3_646 ?
N1 C6 C5 C4 -2(2) . . . . ?
N2 N2 C4 C3 -13(3) 5_666 . . . ?
N2 N2 C4 C5 168.4(17) 5_666 . . . ?
N2 C4 C3 C2 179.9(13) . . . . ?
N2 C4 C5 C6 -178.5(13) . . . . ?
C4 C3 C2 N1 -1(2) . . . . ?
C3 C4 C5 C6 3(2) . . . . ?
C2 N1 C6 C5 -1(2) . . . . ?
C6 N1 C2 C3 3(2) . . . . ?
O2 Mo1 O1 Mo1 33(3) . . . 3_646 ?
O2 Mo1 O1 Mo1 -167(3) 6_557 . . 3_646 ?
C5 C4 C3 C2 -2(2) . . . . ?
