# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_PhOMeDPP-N-Boc
_database_code_depnum_ccdc_archive 'CCDC 2005924'
loop_
_audit_author_name
_audit_author_address
'Joshua Humphreys'
;University of Nottingham
United Kingdom
;
_audit_update_record             
;
2020-05-26 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_PhOMeDPP-N-Boc      
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.953 Why?
RESPONSE: This dataset was collected at DLS I19. Additional data collections to get complete data were not possible.
;
# Added during the CSD deposition process: Tuesday 26 May 2020 10:19 AM
# end Validation Reply Form

_audit_creation_date             2019-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
'Di-tert-butyl 3,6-bis(4-methoxyphenyl)-1,4-dioxopyrrolo[3,4- c]pyrrole-2,5(1H,4H)-dicarboxylate'
_chemical_name_common            ?
_chemical_formula_moiety         'C30 H32 N2 O8'
_chemical_formula_sum            'C30 H32 N2 O8'
_chemical_formula_weight         548.57
_exptl_crystal_recrystallization_method 
'Obtained by slow evaporation from a DCM solution'
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear yellow'
_diffrn_ambient_temperature      120(2)
_chemical_oxdiff_formula         'C30 H32 N2 O8'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_chemical_absolute_configuration .
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.2882(2)
_cell_length_b                   22.9444(5)
_cell_length_c                   9.3448(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.832(2)
_cell_angle_gamma                90
_cell_volume                     1338.68(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8463
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      31.6330
_cell_measurement_theta_min      2.1060
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81695
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             580
_exptl_crystal_preparation       
'obtained by evaporation from a toluene solution'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.953
_diffrn_reflns_Laue_measured_fraction_max 0.859
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            16657
_diffrn_reflns_point_group_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.859
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         31.790
_diffrn_reflns_theta_min         3.346
_diffrn_ambient_environment      'N2 gas'
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 0.0350
_diffrn_detector_type            'PILATUS 2M Hybrid Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.859
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -60.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000    0.0000    0.0000 175

#__ type_ start__ end____ width___ exp.time_
  2 omega  -60.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000    0.0000 120

#__ type_ start__ end____ width___ exp.time_
  3 omega  -60.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000  120.0000 120

#__ type_ start__ end____ width___ exp.time_
  4 omega  -60.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000  240.0000 120
;
_diffrn_measurement_device       'CrystalLogic Kappa (4 circle)'
_diffrn_measurement_device_type  'Kappa Rigaku Saturn724+'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      -0.0241433000
_diffrn_orient_matrix_UB_12      -0.0285752000
_diffrn_orient_matrix_UB_13      -0.0177216000
_diffrn_orient_matrix_UB_21      0.0351238000
_diffrn_orient_matrix_UB_22      -0.0083175000
_diffrn_orient_matrix_UB_23      0.0696570000
_diffrn_orient_matrix_UB_31      -0.1017952000
_diffrn_orient_matrix_UB_32      0.0039069000
_diffrn_orient_matrix_UB_33      0.0186502000
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  Synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   Synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3523
_reflns_number_total             4316
_reflns_odcompleteness_completeness 96.24
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.50
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         4316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      1.080
_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)+(0.0510P)²+0.4128P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1168
_refine_ls_wR_factor_ref         0.1237
_refine_special_details          
;
The terminal OMe group is disordered over two positions. The occupancies 
of the two components were refined competitvely, converging to a ratio 
of 0.51:0.49.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(C11)=Sof(H11a)=Sof(H11b)=Sof(H11c)=Sof(O2)=1-FVAR(1)
 Sof(C10)=Sof(H10a)=Sof(H10b)=Sof(H10c)=Sof(O3)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C9(H9), C8(H8)
3.b Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c), C13(H13a,H13b,H13c), C15(H15a,H15b,H15c), C10(H10a,H10b,
 H10c), C11(H11a,H11b,H11c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
O5 O 0.66246(14) 0.63652(3) 0.28733(8) 0.02519(18) Uani 1 1 d . . . . .
O1 O 1.12174(15) 0.59025(4) 0.29833(9) 0.02877(19) Uani 1 1 d . . . . .
O4 O 0.84736(15) 0.68299(3) 0.47684(9) 0.0304(2) Uani 1 1 d . . . . .
N1 N 0.86225(15) 0.58288(4) 0.45223(9) 0.02162(18) Uani 1 1 d . . . . .
C2 C 0.92249(17) 0.49550(4) 0.54860(10) 0.01981(19) Uani 1 1 d . . . . .
C3 C 0.78793(17) 0.54341(4) 0.54893(10) 0.0200(2) Uani 1 1 d . . . . .
C1 C 1.03893(18) 0.56143(4) 0.38689(11) 0.0220(2) Uani 1 1 d . . . . .
C009 C 0.78950(18) 0.64046(4) 0.40913(11) 0.0219(2) Uani 1 1 d . . . . .
C4 C 0.60673(18) 0.55334(4) 0.62776(11) 0.0219(2) Uani 1 1 d . . . . .
C5 C 0.55141(19) 0.50979(5) 0.72222(11) 0.0256(2) Uani 1 1 d . . . . .
H5 H 0.632900 0.474845 0.731853 0.031 Uiso 1 1 calc R . . . .
C6 C 0.3815(2) 0.51662(6) 0.80126(12) 0.0293(2) Uani 1 1 d . . . . .
H6 H 0.347799 0.486730 0.865208 0.035 Uiso 1 1 calc R . . . .
C9 C 0.4794(2) 0.60377(5) 0.61484(14) 0.0302(2) Uani 1 1 d . . . . .
H9 H 0.511737 0.633822 0.550919 0.036 Uiso 1 1 calc R . . . .
C7 C 0.2590(2) 0.56746(6) 0.78732(12) 0.0288(2) Uani 1 1 d . . . . .
C8 C 0.3086(2) 0.61057(5) 0.69291(15) 0.0326(3) Uani 1 1 d . . . . .
H8 H 0.224397 0.645004 0.681971 0.039 Uiso 1 1 calc R . . . .
C12 C 0.5825(2) 0.69004(5) 0.20707(12) 0.0293(3) Uani 1 1 d . . . . .
C14 C 0.7723(2) 0.72456(6) 0.16805(15) 0.0375(3) Uani 1 1 d . . . . .
H14A H 0.846110 0.742794 0.254961 0.056 Uiso 1 1 calc GR . . . .
H14B H 0.722444 0.754826 0.097996 0.056 Uiso 1 1 calc GR . . . .
H14C H 0.871279 0.698417 0.125929 0.056 Uiso 1 1 calc GR . . . .
C13 C 0.4391(2) 0.72384(6) 0.29571(16) 0.0384(3) Uani 1 1 d . . . . .
H13A H 0.325663 0.698219 0.322650 0.058 Uiso 1 1 calc GR . . . .
H13B H 0.374711 0.756654 0.239006 0.058 Uiso 1 1 calc GR . . . .
H13C H 0.523760 0.738597 0.383017 0.058 Uiso 1 1 calc GR . . . .
C15 C 0.4525(3) 0.66406(6) 0.07506(15) 0.0445(4) Uani 1 1 d . . . . .
H15A H 0.546864 0.641268 0.020216 0.067 Uiso 1 1 calc GR . . . .
H15B H 0.385906 0.695474 0.014345 0.067 Uiso 1 1 calc GR . . . .
H15C H 0.340851 0.638662 0.105417 0.067 Uiso 1 1 calc GR . . . .
C10 C 0.0210(5) 0.54226(12) 0.9514(3) 0.0325(7) Uani 0.494(4) 1 d . . P A 1
H10A H -0.017112 0.505792 0.900021 0.049 Uiso 0.494(4) 1 calc GR . P A 1
H10B H -0.102933 0.556738 0.995099 0.049 Uiso 0.494(4) 1 calc GR . P A 1
H10C H 0.140185 0.535223 1.026899 0.049 Uiso 0.494(4) 1 calc GR . P A 1
C11 C -0.0265(4) 0.61575(12) 0.8768(3) 0.0376(7) Uani 0.506(4) 1 d . . P A 2
H11A H -0.094053 0.624042 0.778922 0.056 Uiso 0.506(4) 1 calc GR . P A 2
H11B H 0.065376 0.648529 0.911547 0.056 Uiso 0.506(4) 1 calc GR . P A 2
H11C H -0.137580 0.610156 0.940725 0.056 Uiso 0.506(4) 1 calc GR . P A 2
O2 O 0.0996(6) 0.56413(13) 0.8756(4) 0.0336(6) Uani 0.506(4) 1 d . . P A 2
O3 O 0.0836(5) 0.58476(13) 0.8519(3) 0.0288(6) Uani 0.494(4) 1 d . . P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O5 C009 1.3136(12) . ?
O5 C12 1.4945(13) . ?
O1 C1 1.2230(13) . ?
O4 C009 1.1958(13) . ?
N1 C3 1.3985(13) . ?
N1 C1 1.4180(15) . ?
N1 C009 1.4399(13) . ?
C2 C2 1.424(2) 3_766 ?
C2 C3 1.3873(14) . ?
C2 C1 1.4470(13) 3_766 ?
C3 C4 1.4465(16) . ?
C4 C5 1.4042(15) . ?
C4 C9 1.4041(16) . ?
C5 H5 0.9500 . ?
C5 C6 1.3783(18) . ?
C6 H6 0.9500 . ?
C6 C7 1.3954(18) . ?
C9 H9 0.9500 . ?
C9 C8 1.3769(19) . ?
C7 C8 1.3857(19) . ?
C7 O2 1.373(4) . ?
C7 O3 1.377(4) . ?
C8 H8 0.9500 . ?
C12 C14 1.5125(19) . ?
C12 C13 1.5097(19) . ?
C12 C15 1.5184(17) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C10 O3 1.434(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 O2 1.426(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
C009 O5 C12 120.78(8) . . ?
C3 N1 C1 113.12(8) . . ?
C3 N1 C009 130.95(9) . . ?
C1 N1 C009 115.93(9) . . ?
C2 C2 C1 107.64(11) 3_766 3_766 ?
C3 C2 C2 110.52(11) . 3_766 ?
C3 C2 C1 141.85(10) . 3_766 ?
N1 C3 C4 124.82(9) . . ?
C2 C3 N1 105.12(9) . . ?
C2 C3 C4 130.06(9) . . ?
O1 C1 N1 121.48(9) . . ?
O1 C1 C2 134.93(11) . 3_766 ?
N1 C1 C2 103.60(9) . 3_766 ?
O5 C009 N1 108.62(8) . . ?
O4 C009 O5 129.06(9) . . ?
O4 C009 N1 122.29(9) . . ?
C5 C4 C3 118.49(10) . . ?
C9 C4 C3 124.18(10) . . ?
C9 C4 C5 117.33(11) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.45(11) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 119.98(11) . . ?
C7 C6 H6 120.0 . . ?
C4 C9 H9 119.3 . . ?
C8 C9 C4 121.36(11) . . ?
C8 C9 H9 119.3 . . ?
C8 C7 C6 119.49(11) . . ?
O2 C7 C6 109.38(16) . . ?
O2 C7 C8 131.13(16) . . ?
O3 C7 C6 131.47(16) . . ?
O3 C7 C8 109.04(16) . . ?
C9 C8 C7 120.37(12) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
O5 C12 C14 108.87(10) . . ?
O5 C12 C13 109.51(10) . . ?
O5 C12 C15 101.63(9) . . ?
C14 C12 C15 111.95(12) . . ?
C13 C12 C14 113.78(11) . . ?
C13 C12 C15 110.38(12) . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O3 C10 H10A 109.5 . . ?
O3 C10 H10B 109.5 . . ?
O3 C10 H10C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
C7 O2 C11 113.9(3) . . ?
C7 O3 C10 112.6(2) . . ?

_nottingham_internal_archive_date ?
_nottingham_internal_coll_client JH/DBA
_nottingham_internal_coll_date   25/6/2015
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time 1.00
_nottingham_internal_coll_frame_width 1.00
_nottingham_internal_coll_instrument 'DLS I19'
_nottingham_internal_coll_location DLS
_nottingham_internal_coll_name   OJHALE
_nottingham_internal_coll_number 14887
_nottingham_internal_coll_type   hemi
_nottingham_internal_coll_user   pczwl
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date ?
_nottingham_internal_process_user pcxjh6
_nottingham_internal_refinement_date ?
_nottingham_internal_refinement_user pcxjh6/pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_solution_date ?
_nottingham_internal_solution_user pcxjh6
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_original_sample_id OJHALE
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_PhOMeDPP-N-Hex
_database_code_depnum_ccdc_archive 'CCDC 2005929'
loop_
_audit_author_name
_audit_author_address
'Joshua Humphreys'
;University of Nottingham
United Kingdom
;
_audit_update_record             
;
2020-09-02 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;
_audit_creation_date             2020-08-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'2,5-Dihexyl-3,6-bis(4-methoxyphenyl)-2,5-dihydropyrrolo[3,4- c]pyrrole-1,4-dione'
_chemical_name_common            ?
_chemical_formula_moiety         'C32 H40 N2 O4'
_chemical_formula_sum            'C32 H40 N2 O4'
_chemical_formula_weight         516.66
_exptl_crystal_recrystallization_method 
'obtained by evaporation from a xylene solution'
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear yellow'
_diffrn_ambient_temperature      120(2)
_chemical_oxdiff_formula         C32H40N2O4
_chemical_oxdiff_usercomment     
'OJHALJ #16032 GVA-1825 JH/DBA fomblin micromount'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_chemical_absolute_configuration ?
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'

_cell_length_a                   11.4900(2)
_cell_length_b                   10.89170(10)
_cell_length_c                   11.4382(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.2530(10)
_cell_angle_gamma                90
_cell_volume                     1393.32(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14901
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      72.4960
_cell_measurement_theta_min      5.6370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.641
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.745
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
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_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             556
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 -4 -5 0.0482
2 4 5 0.0482
-2 5 -3 0.0726
2 -5 3 0.0726
1 0 0 0.0360
-1 0 0 0.0360
0 5 -4 0.0689
-3 5 4 0.0581
-1 -3 5 0.0815
3 3 -5 0.0689
-1 -5 0 0.0655
5 1 0 0.0271

_exptl_crystal_size_max          0.159
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.072
loop_
_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
-2.0029 -3.9990 -4.9972 -0.5886 0.7596 -0.1924
2.0029 3.9990 4.9972 0.5886 -0.7596 0.1924
-1.9984 4.9976 -2.9986 0.0579 -0.1353 -0.8826
1.9984 -4.9976 2.9986 -0.0579 0.1353 0.8826
0.9997 -0.0001 -0.0005 -0.0562 -0.1044 0.0702
-0.9997 0.0001 0.0005 0.0562 0.1044 -0.0702
0.0007 4.9973 -3.9992 -0.1550 -0.3068 -0.8296
-2.9957 4.9989 3.9998 0.8183 -0.2917 -0.3418
-0.9993 -2.9978 4.9992 0.4108 0.1916 0.6545
2.9988 2.9976 -5.0001 -0.5231 -0.4003 -0.5142
-1.0019 -4.9978 0.0009 -0.1912 0.5601 0.4103
4.9991 0.9991 -0.0024 -0.2314 -0.6130 0.2547

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_unetI/netI     0.0094
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            23084
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.393
_diffrn_reflns_theta_min         3.953
_diffrn_ambient_environment      N~2~
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 4.2207
_diffrn_detector_type            'Agilent Diffraction Titan S2 detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00   6.00   1.00    5.00    --   26.00 110.00-163.17   25
  2  ω     -6.00  20.00   1.00    5.00    --   30.00  92.00 -75.10   26
  3  ω    -38.00  28.00   1.00    5.00    --  -42.12  57.00 -90.00   66
  4  ω   -111.00 -17.00   1.00    5.00    --  -42.12 -57.00 120.00   94
  5  ω    -20.00  21.00   1.00    5.00    --  -42.12  38.00-150.00   41
  6  ω     27.00  96.00   1.00    5.00    --   42.12-125.00-150.00   69
  7  ω     27.00  88.00   1.00    5.00    --   42.12-125.00  90.00   61
  8  ω     15.00  42.00   1.00    5.00    --   46.00  79.00 -61.49   27
  9  ω     13.00  41.00   1.00    5.00    --   46.00  82.00-121.33   28
 10  ω     13.00  40.00   1.00    5.00    --   46.00  82.00 117.81   27
 11  ω     15.00  42.00   1.00    5.00    --   46.00  81.00  14.87   27
 12  ω     79.00 119.00   1.00    5.00    --   54.00  73.00 179.78   40
 13  ω     24.00  66.00   1.00    5.00    --   54.00  73.00 179.78   42
 14  ω     31.00  78.00   1.00    5.00    --   62.00  74.00 -87.73   47
 15  ω     32.00  64.00   1.00    5.00    --   62.00  72.00 -32.47   32
 16  ω     31.00  60.00   1.00    5.00    --   62.00  74.00   2.58   29
 17  ω    108.00 135.00   1.00    5.00    --   62.00  74.00 103.38   27
 18  ω     32.00  61.00   1.00    5.00    --   62.00  74.00 103.38   29
 19  ω     99.00 131.00   1.00    5.00    --   62.00  72.00 -32.47   32
 20  ω     38.00  65.00   1.00    5.00    --   66.00  74.00-118.14   27
 21  ω     99.00 131.00   1.00    5.00    --   66.00  70.00-150.78   32
 22  ω     37.00  66.00   1.00    5.00    --   66.00  70.00-150.78   29
 23  ω     53.00 121.00   1.00    5.00    --   70.00  53.00 -58.44   68
 24  ω     39.00  66.00   1.00    5.00    --   70.00  74.00  40.17   27
 25  ω     48.00  75.00   1.00    5.00    --   70.00  63.00  11.90   27
 26  ω     39.00  70.00   1.00    5.00    --   70.00  74.00 138.23   31
 27  ω     49.00  75.00   1.00   20.00    --   78.00  68.00-105.10   26
 28  ω     49.00  89.00   1.00   20.00    --   78.00  71.00  57.71   40
 29  ω     54.00  81.00   1.00   20.00    --   78.00  62.00 145.31   27
 30  ω     56.00  83.00   1.00   20.00    --   82.00  60.00  22.55   27
 31  ω    114.00 171.00   1.00   20.00    --  101.44  61.00-120.00   57
 32  ω     75.00 103.00   1.00   20.00    --  101.44  61.00-120.00   28
 33  ω     78.00 147.00   1.00   20.00    --  101.44  45.00 150.00   69
 34  ω     29.00 113.00   1.00   20.00    --  101.44-125.00  30.00   84
 35  ω    139.00 166.00   1.00   20.00    --  101.44  61.00  60.00   27
 36  ω     32.00  93.00   1.00   20.00    --  101.44 -61.00-120.00   61
 37  ω     77.00 104.00   1.00   20.00    --  101.44  61.00  60.00   27
 38  ω     75.00 102.00   1.00   20.00    --  101.44  61.00 -90.00   27
 39  ω     75.00 136.00   1.00   20.00    --  101.44  61.00   0.00   61
 40  ω    121.00 171.00   1.00   20.00    --  101.44  61.00 -30.00   50
 41  ω     43.00 112.00   1.00   20.00    --  101.44-125.00-180.00   69
 42  ω     32.00  72.00   1.00   20.00    --  101.44 -45.00 -30.00   40
 43  ω     75.00 152.00   1.00   20.00    --  101.44  61.00-180.00   77
 44  ω    112.00 167.00   1.00   20.00    --  101.44  61.00-150.00   55
 45  ω     75.00 102.00   1.00   20.00    --  101.44  61.00-150.00   27
 46  ω     75.00 107.00   1.00   20.00    --  101.44  61.00 -30.00   32
 47  ω     93.00 120.00   1.00   20.00    --  101.44 -77.00-180.00   27
 48  ω     81.00 113.00   1.00   20.00    --  101.44-125.00 -90.00   32
 49  ω     29.00  62.00   1.00   20.00    --  101.44-125.00 -90.00   33
 50  ω    108.00 158.00   1.00   20.00    --  101.44  61.00 -90.00   50
 51  ω     28.00  92.00   1.00   20.00    --  101.44 -77.00-180.00   64
 52  ω     56.00  92.00   1.00   20.00    --  101.44 -61.00  30.00   36
 53  ω     40.00 102.00   1.00   20.00    --  101.44-125.00  90.00   62
 54  ω     75.00 171.00   1.00   20.00    --  101.44  61.00  90.00   96
 55  ω     75.00 169.00   1.00   20.00    --  101.44  61.00  30.00   94
 56  ω    124.00 168.00   1.00   20.00    --  101.44  61.00 -60.00   44
 57  ω     76.00 103.00   1.00   20.00    --  101.44  61.00 -60.00   27
 58  ω     75.00 103.00   1.00   20.00    --  101.44  61.00 150.00   28
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Titan S2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0561426000
_diffrn_orient_matrix_UB_12      0.0495288000
_diffrn_orient_matrix_UB_13      0.1006428000
_diffrn_orient_matrix_UB_21      -0.1044136000
_diffrn_orient_matrix_UB_22      -0.0911492000
_diffrn_orient_matrix_UB_23      -0.0372127000
_diffrn_orient_matrix_UB_31      0.0702115000
_diffrn_orient_matrix_UB_32      -0.0961491000
_diffrn_orient_matrix_UB_33      0.0873001000
_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_source                   'microfocus sealed tube'
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2607
_reflns_number_total             2749
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2749
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0343
_refine_ls_restrained_S_all      1.037
_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)+(0.0471P)²+0.4855P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0899
_refine_ls_wR_factor_ref         0.0914
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00D(H00C,H00D), C00E(H00E,H00F), C00F(H00G,H00H), C00G(H00I,H00J), C00H(H00K,
 H00L)
2.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00A(H00A), C00B(H00B)
2.c Idealised Me refined as rotating group:
 C00I(H00M,H00N,H00O), C00J(H00P,H00Q,H00R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O001 O 0.17739(7) 0.34429(7) -0.08078(6) 0.02369(18) Uani 1 1 d . . . . .
O002 O 0.16092(8) 0.64877(8) 0.62927(7) 0.0302(2) Uani 1 1 d . . . . .
N003 N 0.15717(8) 0.41658(8) 0.10590(7) 0.0202(2) Uani 1 1 d . . . . .
C004 C 0.12034(9) 0.40272(9) -0.02141(9) 0.0198(2) Uani 1 1 d . . . . .
C005 C -0.01022(9) 0.52772(9) 0.05314(9) 0.0192(2) Uani 1 1 d . . . . .
C006 C 0.09809(9) 0.52873(9) 0.27581(9) 0.0192(2) Uani 1 1 d . . . . .
C007 C 0.07982(9) 0.49411(9) 0.14942(9) 0.0190(2) Uani 1 1 d . . . . .
C008 C 0.07393(9) 0.64982(9) 0.30517(9) 0.0208(2) Uani 1 1 d . . . . .
H008 H 0.043758 0.705806 0.244387 0.025 Uiso 1 1 calc R . . . .
C009 C 0.13737(9) 0.44492(9) 0.36854(9) 0.0214(2) Uani 1 1 d . . . . .
H009 H 0.150163 0.363594 0.350123 0.026 Uiso 1 1 calc R . . . .
C00A C 0.15769(9) 0.48085(10) 0.48793(9) 0.0227(2) Uani 1 1 d . . . . .
H00A H 0.183506 0.423905 0.548946 0.027 Uiso 1 1 calc R . . . .
C00B C 0.09470(9) 0.68621(10) 0.42370(9) 0.0230(2) Uani 1 1 d . . . . .
H00B H 0.079016 0.766720 0.442405 0.028 Uiso 1 1 calc R . . . .
C00C C 0.13921(9) 0.60260(10) 0.51576(9) 0.0221(2) Uani 1 1 d . . . . .
C00D C 0.27984(9) 0.38434(10) 0.16774(9) 0.0247(2) Uani 1 1 d . . . . .
H00C H 0.311421 0.325267 0.119571 0.030 Uiso 1 1 calc R . . . .
H00D H 0.278759 0.345797 0.243936 0.030 Uiso 1 1 calc R . . . .
C00E C 0.36209(10) 0.49621(11) 0.19037(10) 0.0282(3) Uani 1 1 d . . . . .
H00E H 0.336800 0.549665 0.247705 0.034 Uiso 1 1 calc R . . . .
H00F H 0.442854 0.469131 0.225992 0.034 Uiso 1 1 calc R . . . .
C00F C 0.45330(11) 0.67343(12) 0.09568(11) 0.0317(3) Uani 1 1 d . . . . .
H00G H 0.532474 0.640221 0.128011 0.038 Uiso 1 1 calc R . . . .
H00H H 0.435147 0.730258 0.154329 0.038 Uiso 1 1 calc R . . . .
C00G C 0.36299(10) 0.56931(11) 0.07686(10) 0.0301(3) Uani 1 1 d . . . . .
H00I H 0.380246 0.513834 0.016677 0.036 Uiso 1 1 calc R . . . .
H00J H 0.283827 0.603095 0.045769 0.036 Uiso 1 1 calc R . . . .
C00H C 0.45383(11) 0.74296(12) -0.01967(11) 0.0326(3) Uani 1 1 d . . . . .
H00K H 0.464094 0.684843 -0.080778 0.039 Uiso 1 1 calc R . . . .
H00L H 0.376992 0.782798 -0.047737 0.039 Uiso 1 1 calc R . . . .
C00I C 0.21211(12) 0.56769(13) 0.72557(10) 0.0352(3) Uani 1 1 d . . . . .
H00M H 0.287749 0.538228 0.714916 0.053 Uiso 1 1 calc GR . . . .
H00N H 0.159317 0.499458 0.725982 0.053 Uiso 1 1 calc GR . . . .
H00O H 0.223661 0.610908 0.800496 0.053 Uiso 1 1 calc GR . . . .
C00J C 0.55191(11) 0.83909(12) -0.00407(11) 0.0336(3) Uani 1 1 d . . . . .
H00P H 0.550693 0.876943 -0.080138 0.050 Uiso 1 1 calc GR . . . .
H00Q H 0.628131 0.800708 0.025909 0.050 Uiso 1 1 calc GR . . . .
H00R H 0.538922 0.900402 0.051884 0.050 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
O001 C004 1.2246(13) . ?
O002 C00C 1.3610(12) . ?
O002 C00I 1.4290(14) . ?
N003 C004 1.4282(13) . ?
N003 C007 1.3977(13) . ?
N003 C00D 1.4674(13) . ?
C004 C005 1.4478(14) 3_565 ?
C005 C005 1.4243(19) 3_565 ?
C005 C007 1.3764(14) . ?
C006 C007 1.4619(14) . ?
C006 C008 1.4044(14) . ?
C006 C009 1.3937(14) . ?
C008 C00B 1.3797(14) . ?
C009 C00A 1.3879(14) . ?
C00A C00C 1.3914(16) . ?
C00B C00C 1.3973(15) . ?
C00D C00E 1.5273(16) . ?
C00E C00G 1.5250(16) . ?
C00F C00G 1.5188(17) . ?
C00F C00H 1.5225(17) . ?
C00H C00J 1.5185(17) . ?

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
C00C O002 C00I 117.39(9) . . ?
C004 N003 C00D 119.57(8) . . ?
C007 N003 C004 111.29(8) . . ?
C007 N003 C00D 126.28(8) . . ?
O001 C004 N003 123.31(9) . . ?
O001 C004 C005 132.92(9) . 3_565 ?
N003 C004 C005 103.76(8) . 3_565 ?
C005 C005 C004 108.27(11) 3_565 3_565 ?
C007 C005 C004 142.48(9) . 3_565 ?
C007 C005 C005 109.23(11) . 3_565 ?
C008 C006 C007 119.16(9) . . ?
C009 C006 C007 122.13(9) . . ?
C009 C006 C008 118.71(9) . . ?
N003 C007 C006 123.31(9) . . ?
C005 C007 N003 107.36(9) . . ?
C005 C007 C006 129.33(9) . . ?
C00B C008 C006 120.37(9) . . ?
C00A C009 C006 121.08(10) . . ?
C009 C00A C00C 119.59(10) . . ?
C008 C00B C00C 120.28(10) . . ?
O002 C00C C00A 124.48(10) . . ?
O002 C00C C00B 115.69(10) . . ?
C00A C00C C00B 119.83(9) . . ?
N003 C00D C00E 112.30(9) . . ?
C00G C00E C00D 113.39(9) . . ?
C00G C00F C00H 112.77(10) . . ?
C00F C00G C00E 114.01(10) . . ?
C00J C00H C00F 113.04(10) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.156
_oxdiff_exptl_absorpt_empirical_full_min 0.861

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_PhOHDPP-N-2MB
_database_code_depnum_ccdc_archive 'CCDC 2005926'
loop_
_audit_author_name
_audit_author_address
'Joshua Humphreys'
;University of Nottingham
United Kingdom
;
_audit_update_record             
;
2020-05-26 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;
_audit_creation_date             2019-06-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'3,6-Bis(4-hydroxyphenyl)-2,5-bis((S)-2-methylbutyl)-2,5- dihydropyrrolo[3,4-c]pyrrole-1,4-dione'
_chemical_name_common            ?
_chemical_formula_moiety         'C28 H32 N2 O4'
_chemical_formula_sum            'C28 H32 N2 O4'
_chemical_formula_weight         460.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_chemical_absolute_configuration syn
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
_exptl_crystal_recrystallization_method 
'slow evaporation from an acetone solution at low temperature'
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear yellow'
_diffrn_ambient_temperature      120(2)
_chemical_oxdiff_formula         'C28 H32 N2 O4'
_chemical_oxdiff_usercomment     
'MM-592 OJHAMZ #17321 on a micromount for jh/dba'
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'

_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.
;

_cell_length_a                   11.3208(2)
_cell_length_b                   8.58917(16)
_cell_length_c                   13.1920(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.388(2)
_cell_angle_gamma                90
_cell_volume                     1217.25(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6351
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      77.8870
_cell_measurement_theta_min      4.1340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.674
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.746
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
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_absorpt_special_details   ?
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             492
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 3 4 0.0577
-3 -3 -4 0.0577
3 -5 2 0.0616
-3 5 -2 0.0616
-7 2 5 0.0306
7 -2 -5 0.0306

_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.196
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.061
loop_
_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
3.0001 2.9988 3.9980 -0.0443 0.0847 -0.9172
-3.0001 -2.9988 -3.9980 0.0443 -0.0847 0.9172
2.9991 -4.9999 2.0023 0.0428 1.0407 0.1773
-2.9991 4.9999 -2.0023 -0.0428 -1.0407 -0.1773
-7.0054 2.0003 5.0037 -0.9162 -0.5357 0.0044
7.0054 -2.0003 -5.0037 0.9162 0.5357 -0.0044

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13621
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.310
_diffrn_reflns_theta_min         4.115
_diffrn_ambient_environment      'N2 gas'
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'PILATUS3 R 200K Hybrid Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  89.00   0.50    1.50    --    0.00  38.00 120.00  218
  2  ω      8.00  33.00   0.50    1.50    --    0.00 -82.00  60.00   50
  3  ω    -32.00  20.00   0.50    1.50    --    0.00 -19.00 120.00  104
  4  ω    -67.00 -38.00   0.50    1.50    --    0.00 -19.00 120.00   58
  5  ω     10.00  69.00   0.50    6.00    --   99.10 -38.00-150.00  118
  6  ω     41.00  70.00   0.50    6.00    --   99.10 -38.00-180.00   58
  7  ω     38.00  91.00   0.50    6.00    --   99.10 -57.00-120.00  106
  8  ω     53.00  85.00   0.50    6.00    --   99.10 -57.00  30.00   64
  9  ω     66.00  94.00   0.50    6.00    --   99.10 -57.00 120.00   56
 10  ω     74.00 131.00   0.50    6.00    --   99.10  19.00 -30.00  114
 11  ω    125.00 172.00   0.50    6.00    --   99.10  38.00   0.00   94
 12  ω    150.00 188.00   0.50    6.00    --   99.10  19.00 -30.00   76
 13  ω    115.00 141.00   0.50    6.00    --   99.10  19.00  90.00   52
 14  ω     92.00 132.00   0.50    6.00    --   99.10  82.00  30.00   80
 15  ω     89.00 129.00   0.50    6.00    --   99.10  82.00 -60.00   80
 16  ω     90.00 187.00   0.50    6.00    --   99.10  38.00-120.00  194
 17  ω     89.00 115.00   0.50    6.00    --   99.10  77.00-120.00   52
 18  ω     76.00 149.00   0.50    6.00    --   99.10  38.00  90.00  146
 19  ω     82.00 178.00   0.50    6.00    --   99.10  38.00 120.00  192
 20  ω     67.00  97.00   0.50    6.00    --   99.10  19.00  90.00   60
 21  ω     27.00  69.00   0.50    6.00    --   99.10 -38.00 -90.00   84
 22  ω     16.00 119.00   0.50    6.00    --   99.10 -82.00-150.00  206
 23  ω     27.00  53.00   0.50    6.00    --   99.10 -38.00  90.00   52
 24  ω     19.00  86.00   0.50    6.00    --   99.10 -57.00  60.00  134
 25  ω     15.00  66.00   0.50    6.00    --   99.10 -38.00 120.00  102
 26  ω     11.00  39.00   0.50    6.00    --   99.10 -38.00  30.00   56
 27  ω     10.00  60.00   0.50    6.00    --   99.10 -57.00 120.00  100
 28  ω     29.00  63.00   0.50    6.00    --   99.10 -38.00-120.00   68
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'XtalLAB PRO MM007, PILATUS3 R 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0786771000
_diffrn_orient_matrix_UB_12      0.0081098000
_diffrn_orient_matrix_UB_13      -0.0761927000
_diffrn_orient_matrix_UB_21      0.0815896000
_diffrn_orient_matrix_UB_22      -0.1347568000
_diffrn_orient_matrix_UB_23      0.0610365000
_diffrn_orient_matrix_UB_31      -0.0878472000
_diffrn_orient_matrix_UB_32      -0.1181414000
_diffrn_orient_matrix_UB_33      -0.0748812000
_diffrn_radiation_collimation    'VariMax VHF mirror optic'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode'
_diffrn_source_type              'MicroMax 007 HF'
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source_current           30
_diffrn_source_power             1.2
_diffrn_source_target            Cu
_diffrn_source_voltage           40
_reflns_Friedel_coverage         0.833
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.939
_reflns_number_gt                4544
_reflns_number_total             5021
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.166
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Flack x determined using 1911 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.11(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         5021
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0395
_refine_ls_restrained_S_all      1.060
_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)+(0.0423P)²+0.3898P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1042
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C25(H20), C20(H25)
2.b Secondary CH2 refined with riding coordinates:
 C24(H19a,H19b), C27(H22a,H22b), C19(H24a,H24b), C22(H27a,H27b)
2.c Aromatic/amide H refined with riding coordinates:
 C10(H2), C8(H3), C9(H5), C11(H6), C14(H14), C16(H15), C17(H17), C15(H18)
2.d Idealised Me refined as rotating group:
 C26(H21a,H21b,H21c), C28(H23a,H23b,H23c), C21(H26a,H26b,H26c), C23(H28a,H28b,
 H28c)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H1), O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 1.2279(2) 0.4839(3) 0.49811(17) 0.0354(5) Uani 1 1 d . . . . .
H1 H 1.2174 0.4146 0.4511 0.053 Uiso 1 1 calc GR . . . .
O2 O 0.72673(18) 0.2112(2) 0.86798(16) 0.0295(4) Uani 1 1 d . . . . .
O3 O 0.83042(18) 0.7958(2) 0.67593(16) 0.0291(4) Uani 1 1 d . . . . .
O4 O 0.25164(18) 0.5174(3) 0.96310(17) 0.0332(5) Uani 1 1 d . . . . .
H4 H 0.2528 0.5838 1.0102 0.050 Uiso 1 1 calc GR . . . .
N1 N 0.8637(2) 0.2818(3) 0.77553(18) 0.0226(5) Uani 1 1 d . . . . .
N2 N 0.6879(2) 0.7227(3) 0.76212(17) 0.0224(5) Uani 1 1 d . . . . .
C1 C 1.1490(2) 0.4590(3) 0.5552(2) 0.0262(6) Uani 1 1 d . . . . .
C2 C 1.0703(3) 0.3306(3) 0.5386(2) 0.0296(6) Uani 1 1 d . . . . .
H2 H 1.0721 0.2546 0.4868 0.035 Uiso 1 1 calc R . . . .
C3 C 0.9897(3) 0.3136(3) 0.5976(2) 0.0277(6) Uani 1 1 d . . . . .
H3 H 0.9363 0.2256 0.5860 0.033 Uiso 1 1 calc R . . . .
C4 C 0.9858(2) 0.4245(3) 0.6740(2) 0.0226(5) Uani 1 1 d . . . . .
C5 C 1.0654(2) 0.5527(3) 0.6896(2) 0.0249(6) Uani 1 1 d . . . . .
H5 H 1.0634 0.6295 0.7408 0.030 Uiso 1 1 calc R . . . .
C6 C 1.1470(3) 0.5695(3) 0.6317(2) 0.0267(6) Uani 1 1 d . . . . .
H6 H 1.2017 0.6562 0.6441 0.032 Uiso 1 1 calc R . . . .
C7 C 0.8953(2) 0.4173(3) 0.7317(2) 0.0222(5) Uani 1 1 d . . . . .
C8 C 0.8207(2) 0.5350(3) 0.7482(2) 0.0228(5) Uani 1 1 d . . . . .
C9 C 0.7381(2) 0.4738(3) 0.7997(2) 0.0227(5) Uani 1 1 d . . . . .
C10 C 0.7679(2) 0.3108(3) 0.8211(2) 0.0225(5) Uani 1 1 d . . . . .
C11 C 0.7877(2) 0.6958(3) 0.7219(2) 0.0223(5) Uani 1 1 d . . . . .
C12 C 0.6562(2) 0.5881(3) 0.8070(2) 0.0222(5) Uani 1 1 d . . . . .
C13 C 0.5513(2) 0.5762(3) 0.8487(2) 0.0229(5) Uani 1 1 d . . . . .
C14 C 0.5339(3) 0.6786(3) 0.9248(2) 0.0284(6) Uani 1 1 d . . . . .
H14 H 0.5911 0.7617 0.9501 0.034 Uiso 1 1 calc R . . . .
C15 C 0.4350(3) 0.6616(3) 0.9640(2) 0.0284(6) Uani 1 1 d . . . . .
H15 H 0.4248 0.7323 1.0160 0.034 Uiso 1 1 calc R . . . .
C16 C 0.3502(2) 0.5408(3) 0.9274(2) 0.0258(6) Uani 1 1 d . . . . .
C17 C 0.3667(3) 0.4375(3) 0.8519(2) 0.0276(6) Uani 1 1 d . . . . .
H17 H 0.3092 0.3548 0.8266 0.033 Uiso 1 1 calc R . . . .
C18 C 0.4663(3) 0.4545(3) 0.8135(2) 0.0248(5) Uani 1 1 d . . . . .
H18 H 0.4771 0.3825 0.7625 0.030 Uiso 1 1 calc R . . . .
C19 C 0.9347(2) 0.1363(3) 0.7960(2) 0.0258(6) Uani 1 1 d . . . . .
H19A H 0.9414 0.0959 0.7278 0.031 Uiso 1 1 calc R . . . .
H19B H 0.8890 0.0583 0.8245 0.031 Uiso 1 1 calc R . . . .
C20 C 1.0654(3) 0.1563(3) 0.8752(2) 0.0273(6) Uani 1 1 d . . . . .
H20 H 1.1089 0.2386 0.8467 0.033 Uiso 1 1 calc R . . . .
C21 C 1.0588(3) 0.2111(4) 0.9829(2) 0.0372(7) Uani 1 1 d . . . . .
H21A H 1.0101 0.3073 0.9734 0.056 Uiso 1 1 calc GR . . . .
H21B H 1.1432 0.2306 1.0310 0.056 Uiso 1 1 calc GR . . . .
H21C H 1.0190 0.1307 1.0137 0.056 Uiso 1 1 calc GR . . . .
C22 C 1.1396(3) 0.0050(4) 0.8846(3) 0.0349(7) Uani 1 1 d . . . . .
H22A H 1.2182 0.0153 0.9445 0.042 Uiso 1 1 calc R . . . .
H22B H 1.0912 -0.0808 0.9024 0.042 Uiso 1 1 calc R . . . .
C23 C 1.1707(3) -0.0387(4) 0.7845(3) 0.0437(8) Uani 1 1 d . . . . .
H23A H 1.0941 -0.0671 0.7279 0.066 Uiso 1 1 calc GR . . . .
H23B H 1.2281 -0.1273 0.7998 0.066 Uiso 1 1 calc GR . . . .
H23C H 1.2098 0.0502 0.7611 0.066 Uiso 1 1 calc GR . . . .
C24 C 0.6255(3) 0.8742(3) 0.7517(2) 0.0271(6) Uani 1 1 d . . . . .
H24A H 0.6782 0.9530 0.7319 0.033 Uiso 1 1 calc R . . . .
H24B H 0.6188 0.9040 0.8222 0.033 Uiso 1 1 calc R . . . .
C25 C 0.4955(3) 0.8788(4) 0.6693(2) 0.0301(6) Uani 1 1 d . . . . .
H25 H 0.4427 0.7978 0.6885 0.036 Uiso 1 1 calc R . . . .
C26 C 0.4398(3) 1.0386(4) 0.6761(3) 0.0478(9) Uani 1 1 d . . . . .
H26A H 0.4424 1.0586 0.7499 0.072 Uiso 1 1 calc GR . . . .
H26B H 0.3533 1.0413 0.6292 0.072 Uiso 1 1 calc GR . . . .
H26C H 0.4880 1.1186 0.6536 0.072 Uiso 1 1 calc GR . . . .
C27 C 0.5012(3) 0.8439(4) 0.5579(3) 0.0384(8) Uani 1 1 d . . . . .
H27A H 0.5515 0.9255 0.5379 0.046 Uiso 1 1 calc R . . . .
H27B H 0.5443 0.7432 0.5596 0.046 Uiso 1 1 calc R . . . .
C28 C 0.3754(3) 0.8362(5) 0.4730(3) 0.0509(10) Uani 1 1 d . . . . .
H28A H 0.3863 0.8119 0.4039 0.076 Uiso 1 1 calc GR . . . .
H28B H 0.3333 0.9368 0.4685 0.076 Uiso 1 1 calc GR . . . .
H28C H 0.3251 0.7548 0.4914 0.076 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 H1 0.8400 . ?
O1 C1 1.355(3) . ?
O2 C10 1.230(3) . ?
O3 C11 1.235(3) . ?
O4 H4 0.8400 . ?
O4 C16 1.356(3) . ?
N1 C7 1.394(3) . ?
N1 C10 1.418(3) . ?
N1 C19 1.464(3) . ?
N2 C11 1.410(3) . ?
N2 C12 1.396(3) . ?
N2 C24 1.466(3) . ?
C1 C2 1.391(4) . ?
C1 C6 1.390(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.398(4) . ?
C4 C5 1.397(4) . ?
C4 C7 1.458(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.379(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.378(4) . ?
C8 C9 1.418(3) . ?
C8 C11 1.445(4) . ?
C9 C10 1.447(4) . ?
C9 C12 1.375(4) . ?
C12 C13 1.461(4) . ?
C13 C14 1.395(4) . ?
C13 C18 1.397(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.392(4) . ?
C16 C17 1.389(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(4) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.528(4) . ?
C20 H20 1.0000 . ?
C20 C21 1.520(4) . ?
C20 C22 1.532(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.517(5) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.530(4) . ?
C25 H25 1.0000 . ?
C25 C26 1.525(4) . ?
C25 C27 1.520(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.510(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

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
C1 O1 H1 109.5 . . ?
C16 O4 H4 109.5 . . ?
C7 N1 C10 111.1(2) . . ?
C7 N1 C19 126.2(2) . . ?
C10 N1 C19 121.3(2) . . ?
C11 N2 C24 122.0(2) . . ?
C12 N2 C11 111.5(2) . . ?
C12 N2 C24 126.5(2) . . ?
O1 C1 C2 122.6(2) . . ?
O1 C1 C6 117.4(2) . . ?
C6 C1 C2 119.9(2) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0(3) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.7(3) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C7 122.3(2) . . ?
C5 C4 C3 118.5(2) . . ?
C5 C4 C7 119.0(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 H6 120.1 . . ?
C5 C6 C1 119.8(3) . . ?
C5 C6 H6 120.1 . . ?
N1 C7 C4 124.5(2) . . ?
C8 C7 N1 107.3(2) . . ?
C8 C7 C4 128.1(2) . . ?
C7 C8 C9 109.4(2) . . ?
C7 C8 C11 142.1(3) . . ?
C9 C8 C11 108.1(2) . . ?
C8 C9 C10 107.7(2) . . ?
C12 C9 C8 109.2(2) . . ?
C12 C9 C10 143.0(3) . . ?
O2 C10 N1 123.6(2) . . ?
O2 C10 C9 132.0(3) . . ?
N1 C10 C9 104.4(2) . . ?
O3 C11 N2 123.8(2) . . ?
O3 C11 C8 132.2(3) . . ?
N2 C11 C8 104.1(2) . . ?
N2 C12 C13 124.4(2) . . ?
C9 C12 N2 107.0(2) . . ?
C9 C12 C13 128.5(2) . . ?
C14 C13 C12 122.9(2) . . ?
C14 C13 C18 118.2(2) . . ?
C18 C13 C12 118.9(2) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.2(3) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.0(3) . . ?
C16 C15 H15 120.0 . . ?
O4 C16 C15 122.8(2) . . ?
O4 C16 C17 117.7(2) . . ?
C17 C16 C15 119.4(3) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.3(3) . . ?
C18 C17 H17 119.8 . . ?
C13 C18 H18 119.6 . . ?
C17 C18 C13 120.9(2) . . ?
C17 C18 H18 119.6 . . ?
N1 C19 H19A 109.0 . . ?
N1 C19 H19B 109.0 . . ?
N1 C19 C20 112.8(2) . . ?
H19A C19 H19B 107.8 . . ?
C20 C19 H19A 109.0 . . ?
C20 C19 H19B 109.0 . . ?
C19 C20 H20 107.9 . . ?
C19 C20 C22 110.4(2) . . ?
C21 C20 C19 110.6(2) . . ?
C21 C20 H20 107.9 . . ?
C21 C20 C22 112.0(3) . . ?
C22 C20 H20 107.9 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 108.7 . . ?
C20 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C23 C22 C20 114.3(3) . . ?
C23 C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C24 H24A 108.6 . . ?
N2 C24 H24B 108.6 . . ?
N2 C24 C25 114.6(2) . . ?
H24A C24 H24B 107.6 . . ?
C25 C24 H24A 108.6 . . ?
C25 C24 H24B 108.6 . . ?
C24 C25 H25 108.6 . . ?
C26 C25 C24 107.7(3) . . ?
C26 C25 H25 108.6 . . ?
C27 C25 C24 111.0(2) . . ?
C27 C25 H25 108.6 . . ?
C27 C25 C26 112.2(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 108.7 . . ?
C25 C27 H27B 108.7 . . ?
H27A C27 H27B 107.6 . . ?
C28 C27 C25 114.1(3) . . ?
C28 C27 H27A 108.7 . . ?
C28 C27 H27B 108.7 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_nottingham_internal_archive_date ?
_nottingham_internal_coll_client JH/DBA
_nottingham_internal_coll_date   30/10/2017
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time '6.00, 1.50'
_nottingham_internal_coll_frame_width 0.50
_nottingham_internal_coll_instrument 'XtalLAB PRO, A00000876'
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_name   OJHAMZ
_nottingham_internal_coll_number 17321
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_user   pcxjh6
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 31/10/2017
_nottingham_internal_process_user pcxjh6
_nottingham_internal_refinement_date 31/10/2017
_nottingham_internal_refinement_user pcxjh6
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date 31/10/2017
_nottingham_internal_self_validation_user pcxjh6
_nottingham_internal_solution_date 31/10/2017
_nottingham_internal_solution_user pcxjh6
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_original_sample_id OJHAMZ
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.776
_oxdiff_exptl_absorpt_empirical_full_min 0.701
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_PhOTHPDPP-N-Hex
_database_code_depnum_ccdc_archive 'CCDC 2005930'
loop_
_audit_author_name
_audit_author_address
'Joshua Humphreys'
;University of Nottingham
United Kingdom
;
_audit_update_record             
;
2020-05-26 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;
_nottingham_internal_coll_name   OJHALH
_nottingham_internal_coll_number 15783
_nottingham_internal_coll_client JH/DBA
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time '13.00, 52.00'
_nottingham_internal_coll_frame_width 1.00
_nottingham_internal_coll_user   pcxjh6
_nottingham_internal_coll_date   16/03/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'SN, XDA 017-09'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 07/11/2019
_nottingham_internal_process_user pczspa
_nottingham_internal_solution_date 07/11/2019
_nottingham_internal_solution_user pczspa
_nottingham_internal_refinement_date 07/11/2019
_nottingham_internal_refinement_user pczspa
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 07/11/2019
_nottingham_internal_validation_user pczspa
_nottingham_internal_archive_date 07/11/2019
_refine_special_details          
;
 Conformational disorder is modelled for the hexyl and phenol-tetrahydropyran moieties. Large quantities of restraints have been applied to the geometries and displacement parameters of these two regions of disorder to aid refinement of sensible models.

 The hexyl chain is disordered over two overlapping conformations, the occupancies of which have been refined and constrained to sum to unity resulting in values of 0.68(1) and 0.32(1). The phenol-tetrahydropyran moiety is disordered between two overlapping diastereomeric conformations of the group. The occupancies of these conformations are refined and constrained to sum to unity resulting in values of 0.85(1) and 0.15(1). The molecule lies on a two-fold symmetry element meaning that all three possible diastereomers R,R S,S and R,S are likely to be present in the crystal, and in unequal amounts.

 The atoms of the minor occupancy disorder component of the phenol-tetrahydropyran moiety are modelled with isotropic displacement parameters; all other non-hydrogen atoms are modelled anisotropically. Rigid bond and similarity restraints have been applied to the displacement parameters of the disordered atoms.

 The geometries of the disorder components have been restrained to have similar geometries (SAME, SADI). The phenol ring systems are restrained to have planar geometries and planar connections to the adjacent atoms (FLAT). The C-C bond length of the terminal two carbon atoms in both disorder components are restrained to a target value of 1.5 A (DFIX).

 All hydrogen atoms were geometrically placed and refined using a riding model.
;
_audit_creation_date             2019-11-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
2,5-Dihexyl-3,6-bis(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione
_chemical_formula_moiety         'C40 H52 N2 O6'
_chemical_formula_sum            'C40 H52 N2 O6'
_chemical_formula_weight         656.83
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 H52 N2 O6'
_chemical_oxdiff_usercomment     
'OJHALH #15783 JHlactatehexyl IN FOMBLIN FILM ON MICROMOUNT FOR JH/DBA'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   12.4391(17)
_cell_length_b                   15.1213(15)
_cell_length_c                   9.5874(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.470(10)
_cell_angle_gamma                90
_cell_volume                     1791.9(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5096
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.2210
_cell_measurement_theta_min      4.6050
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.757
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.475
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
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_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             708
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0148
-1 0 0 0.0148
0 -1 0 0.0721
0 0 1 0.2053
0 -5 -2 0.1496
-1 5 -5 0.1887
0 5 -1 0.0990
0 5 2 0.1147

_exptl_crystal_size_max          0.456
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.03
loop_
_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
1.0005 -0.0026 0.0020 0.0083 -0.1227 0.0199
-1.0005 0.0026 -0.0020 -0.0083 0.1227 -0.0199
-0.0017 -1.0008 0.0008 -0.0415 0.0121 0.0924
-0.0021 0.0029 1.0010 0.1477 0.0021 0.0661
-0.0046 -5.0098 -1.9980 -0.5031 0.0562 0.3298
-0.9814 4.9923 -5.0109 -0.5392 0.0518 -0.8122
0.0108 5.0012 -1.0050 0.0599 -0.0625 -0.5280
0.0046 5.0098 1.9980 0.5031 -0.0562 -0.3298

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            18027
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.808
_diffrn_reflns_theta_min         3.576
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  32.00   1.00   13.00    --  -38.50  57.00 150.00   97
  2  ω    -94.00  -2.00   1.00   13.00    --  -38.50 125.00 -90.00   92
  3  ω   -117.00  -2.00   1.00   13.00    --  -38.50 -19.00  90.00  115
  4  ω    -75.00  40.00   1.00   13.00    --  -38.50  19.00  90.00  115
  5  ω     16.00 113.00   1.00   13.00    --   43.13  57.00 150.00   97
  6  ω     21.00 116.00   1.00   13.00    --   43.13  38.00-180.00   95
  7  ω     12.00 117.00   1.00   13.00    --   43.13  77.00-150.00  105
  8  ω     33.00  91.00   1.00   52.00    --  107.38 -30.00 150.00   58
  9  ω     83.00 178.00   1.00   52.00    --  107.38  45.00 150.00   95
 10  ω     80.00 110.00   1.00   52.00    --  107.38  61.00-180.00   30
 11  ω    116.00 177.00   1.00   52.00    --  107.38  77.00  90.00   61
 12  ω     80.00 107.00   1.00   52.00    --  107.38  61.00 150.00   27
 13  ω    117.00 144.00   1.00   52.00    --  107.38  45.00-150.00   27
 14  ω     94.00 175.00   1.00   52.00    --  107.38 125.00 -90.00   81
 15  ω     76.00 103.00   1.00   52.00    --  107.38  77.00  90.00   27
 16  ω     76.00 102.00   1.00   52.00    --  107.38  77.00 150.00   26
 17  ω    140.00 170.00   1.00   52.00    --  107.38  77.00-180.00   30
 18  ω     77.00 104.00   1.00   52.00    --  107.38  77.00-180.00   27
 19  ω     34.00  83.00   1.00   52.00    --  107.38 -30.00-150.00   49
 20  ω    104.00 178.00   1.00   52.00    --  107.38 125.00-120.00   74
 21  ω    112.00 177.00   1.00   52.00    --  107.38  77.00 150.00   65
 22  ω    131.00 158.00   1.00   52.00    --  107.38  61.00 120.00   27
 23  ω     76.00 103.00   1.00   52.00    --  107.38  77.00 120.00   27
 24  ω     53.00  80.00   1.00   52.00    --  107.38 -45.00 120.00   27
 25  ω     84.00 111.00   1.00   52.00    --  107.38  45.00-180.00   27
 26  ω     86.00 113.00   1.00   52.00    --  107.38  45.00-150.00   27
 27  ω     86.00 111.00   1.00   52.00    --  107.38  30.00-180.00   25
 28  ω    152.00 177.00   1.00   52.00    --  107.38  45.00-150.00   25
 29  ω     84.00 114.00   1.00   52.00    --  107.38  45.00 120.00   30
 30  ω     80.00 106.00   1.00   52.00    --  107.38  61.00 120.00   26
 31  ω     80.00 154.00   1.00   52.00    --  107.38  61.00-150.00   74
 32  ω     27.00  94.00   1.00   52.00    --  107.38 -95.00   0.00   67
 33  ω     80.00 122.00   1.00   52.00    --  107.38  61.00  90.00   42
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0080897000
_diffrn_orient_matrix_UB_12      0.0415986000
_diffrn_orient_matrix_UB_13      0.1474585000
_diffrn_orient_matrix_UB_21      -0.1227115000
_diffrn_orient_matrix_UB_22      -0.0118553000
_diffrn_orient_matrix_UB_23      0.0018866000
_diffrn_orient_matrix_UB_31      0.0195657000
_diffrn_orient_matrix_UB_32      -0.0922920000
_diffrn_orient_matrix_UB_33      0.0663027000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2679
_reflns_number_total             3626
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_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     325
_refine_ls_number_reflns         3626
_refine_ls_number_restraints     1116
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0850
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1610P)²+1.6855P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2398
_refine_ls_wR_factor_ref         0.2621
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26-C25 = C16-C15
 1.5 with sigma of 0.02
 C41-C2 \\sim C31-C2
 with sigma of 0.02
 O37-C62 \\sim O47-C72
 with sigma of 0.02
 O37-C61 \\sim O47-C71
 with sigma of 0.02
 O37-O66 \\sim O47-O76
 with sigma of 0.02
 N1-C21 \\sim N1-C11
 with sigma of 0.02
 C22-C21 \\sim C12-C11
 with sigma of 0.02
 C22-C23 \\sim C13-C12
 with sigma of 0.02
 C24-C23 \\sim C14-C13
 with sigma of 0.02
 C15-C14 \\sim C24-C25
 with sigma of 0.02
 C15-C16 \\sim C26-C25
 with sigma of 0.02
 C11-C13 \\sim C21-C23
 with sigma of 0.02
 C22-C24 \\sim C12-C14
 with sigma of 0.02
 C23-C25 \\sim C13-C15
 with sigma of 0.02
 C16-C14 \\sim C26-C24
 with sigma of 0.02
3. Restrained planarity
 C43, C44, C45, O47
 with sigma of 0.1
 C33, C34, C35, O37
 with sigma of 0.1
 C31, C42, C43, C44, C45, C46
 with sigma of 0.1
 C41, C42, C43, C44, C45, C46
 with sigma of 0.1
 C31, C32, C33, C34, C35, C36
 with sigma of 0.1
 O47, C44, C43, C45
 with sigma of 0.1
 O37, C34, C35, C33
 with sigma of 0.1
 C2, C31, C42, C46
 with sigma of 0.1
 C2, C31, C32, C36
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim C41 \\sim C42 \\sim
C43 \\sim C44 \\sim C45 \\sim C46: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
O47 \\sim O37: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C61 \\sim C62 \\sim C63 \\sim C64 \\sim C65 \\sim O66 \\sim C71 \\sim C72 \\sim
C73 \\sim C74 \\sim C75 \\sim O76 \\sim O47 \\sim O37: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C21 \\sim C22 \\sim
C23 \\sim C24 \\sim C25 \\sim C26: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
C11 \\sim H11A \\sim H11B \\sim C12 \\sim H12A \\sim H12B \\sim C13 \\sim H13A
\\sim H13B \\sim C14 \\sim H14A \\sim H14B \\sim C15 \\sim H15A \\sim H15B
\\sim C16 \\sim H16A \\sim H16B \\sim H16C \\sim C21 \\sim H21A \\sim H21B
\\sim C22 \\sim H22A \\sim H22B \\sim C23 \\sim H23A \\sim H23B \\sim C24 \\sim
H24A \\sim H24B \\sim C25 \\sim H25A \\sim H25B \\sim C26 \\sim H26A \\sim H26B
\\sim H26C: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
5. Rigid body (RIGU) restrains
 C31, C32, C33, C34, C35, C36, C41, C42, C43, C44, C45, C46
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C11, C12, C13, C14, C15, C16, C21, C22, C23, C24, C25, C26
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Same fragment restrains
{C11, C12, C13, C14, C15, C16} sigma for 1-2: 0.02, 1-3: 0.04
as
{C21, C22, C23, C24, C25, C26}
{C31, C36, C35, C34, C33, C32} sigma for 1-2: 0.02, 1-3: 0.04
as
{C31, C32, C33, C34, C35, C36}
{C31, C32, C33, C34, C35, C36, O37} sigma for 1-2: 0.02, 1-3: 0.04
as
{C41, C42, C43, C44, C45, C46, O47}
{C61, C62, C63, C64, C65, O66} sigma for 1-2: 0.02, 1-3: 0.04
as
{C71, C72, C73, C74, C75, O76}
7. Others
 Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(C23)=Sof(H23A)=
 Sof(H23B)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(C26)=
 Sof(H26A)=Sof(H26B)=Sof(H26C)=1-FVAR(1)
 Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C13)=Sof(H13A)=
 Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C16)=
 Sof(H16A)=Sof(H16B)=Sof(H16C)=FVAR(1)
 Sof(C41)=Sof(C42)=Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(C45)=Sof(H45)=
 Sof(C46)=Sof(H46)=Sof(O47)=Sof(C71)=Sof(H71)=Sof(C72)=Sof(H72A)=Sof(H72B)=
 Sof(C73)=Sof(H73A)=Sof(H73B)=Sof(C74)=Sof(H74A)=Sof(H74B)=Sof(C75)=Sof(H75A)=
 Sof(H75B)=Sof(O76)=1-FVAR(2)
 Sof(C31)=Sof(C32)=Sof(H32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(C35)=Sof(H35)=
 Sof(C36)=Sof(H36)=Sof(O37)=Sof(C61)=Sof(H61)=Sof(C62)=Sof(H62A)=Sof(H62B)=
 Sof(C63)=Sof(H63A)=Sof(H63B)=Sof(C64)=Sof(H64A)=Sof(H64B)=Sof(C65)=Sof(H65A)=
 Sof(H65B)=Sof(O66)=FVAR(2)
8.a Ternary CH refined with riding coordinates:
 C61(H61), C71(H71)
8.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,
 H15B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B),
 C25(H25A,H25B), C62(H62A,H62B), C63(H63A,H63B), C64(H64A,H64B), C65(H65A,H65B),
  C72(H72A,H72B), C73(H73A,H73B), C74(H74A,H74B), C75(H75A,H75B)
8.c Me refined with riding coordinates:
 C16(H16A,H16B,H16C), C26(H26A,H26B,H26C)
8.d Aromatic/amide H refined with riding coordinates:
 C32(H32), C33(H33), C35(H35), C36(H36), C42(H42), C43(H43), C45(H45), C46(H46)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
N1 N 0.0744(3) 0.38409(17) 0.0901(3) 0.0564(8) Uani 1 1 d D . . . .
C2 C 0.0625(3) 0.4629(2) 0.1605(3) 0.0507(8) Uani 1 1 d D . . . .
C3 C 0.0108(3) 0.5212(2) 0.0664(3) 0.0519(8) Uani 1 1 d . . . . .
C4 C 0.0313(3) 0.3902(2) -0.0538(3) 0.0552(9) Uani 1 1 d . . . . .
O5 O 0.0336(3) 0.32926(15) -0.1379(2) 0.0708(8) Uani 1 1 d . . . . .
C11 C 0.1334(6) 0.3044(4) 0.1362(11) 0.0501(16) Uani 0.682(9) 1 d D U P A 1
H11A H 0.109235 0.254444 0.073738 0.060 Uiso 0.682(9) 1 calc R U P A 1
H11B H 0.119152 0.289189 0.232845 0.060 Uiso 0.682(9) 1 calc R U P A 1
C12 C 0.2523(6) 0.3203(4) 0.1324(8) 0.0630(16) Uani 0.682(9) 1 d D U P A 1
H12A H 0.275683 0.369021 0.197988 0.076 Uiso 0.682(9) 1 calc R U P A 1
H12B H 0.264492 0.339639 0.036811 0.076 Uiso 0.682(9) 1 calc R U P A 1
C13 C 0.3217(5) 0.2398(4) 0.1714(7) 0.0675(17) Uani 0.682(9) 1 d D U P A 1
H13A H 0.307395 0.219111 0.265554 0.081 Uiso 0.682(9) 1 calc R U P A 1
H13B H 0.300165 0.191822 0.103668 0.081 Uiso 0.682(9) 1 calc R U P A 1
C14 C 0.4414(5) 0.2565(5) 0.1729(9) 0.086(2) Uani 0.682(9) 1 d D U P A 1
H14A H 0.462993 0.303389 0.242536 0.103 Uiso 0.682(9) 1 calc R U P A 1
H14B H 0.455070 0.279033 0.079571 0.103 Uiso 0.682(9) 1 calc R U P A 1
C15 C 0.5129(6) 0.1755(5) 0.2079(10) 0.091(2) Uani 0.682(9) 1 d D U P A 1
H15A H 0.589470 0.194711 0.217547 0.110 Uiso 0.682(9) 1 calc R U P A 1
H15B H 0.497617 0.152191 0.300069 0.110 Uiso 0.682(9) 1 calc R U P A 1
C16 C 0.4995(8) 0.1034(6) 0.1052(12) 0.103(3) Uani 0.682(9) 1 d D U P A 1
H16A H 0.548435 0.054765 0.136469 0.154 Uiso 0.682(9) 1 calc R U P A 1
H16B H 0.424581 0.082346 0.096550 0.154 Uiso 0.682(9) 1 calc R U P A 1
H16C H 0.516660 0.124971 0.013826 0.154 Uiso 0.682(9) 1 calc R U P A 1
C21 C 0.1672(14) 0.3214(13) 0.146(3) 0.069(5) Uani 0.318(9) 1 d D U P A 2
H21A H 0.146431 0.295031 0.233667 0.083 Uiso 0.318(9) 1 calc R U P A 2
H21B H 0.167526 0.272553 0.077334 0.083 Uiso 0.318(9) 1 calc R U P A 2
C22 C 0.2832(13) 0.3521(11) 0.1778(19) 0.083(4) Uani 0.318(9) 1 d D U P A 2
H22A H 0.285836 0.400288 0.247968 0.099 Uiso 0.318(9) 1 calc R U P A 2
H22B H 0.307315 0.376980 0.090959 0.099 Uiso 0.318(9) 1 calc R U P A 2
C23 C 0.3628(15) 0.2798(12) 0.2333(17) 0.100(4) Uani 0.318(9) 1 d D U P A 2
H23A H 0.330116 0.243681 0.303640 0.120 Uiso 0.318(9) 1 calc R U P A 2
H23B H 0.429417 0.307408 0.280244 0.120 Uiso 0.318(9) 1 calc R U P A 2
C24 C 0.3917(17) 0.2202(12) 0.114(2) 0.104(5) Uani 0.318(9) 1 d D U P A 2
H24A H 0.324226 0.196704 0.062512 0.125 Uiso 0.318(9) 1 calc R U P A 2
H24B H 0.428899 0.255901 0.047431 0.125 Uiso 0.318(9) 1 calc R U P A 2
C25 C 0.464(2) 0.1429(17) 0.166(3) 0.150(6) Uani 0.318(9) 1 d D U P A 2
H25A H 0.510165 0.161612 0.252335 0.180 Uiso 0.318(9) 1 calc R U P A 2
H25B H 0.418078 0.093659 0.192266 0.180 Uiso 0.318(9) 1 calc R U P A 2
C26 C 0.534(3) 0.110(3) 0.066(4) 0.204(12) Uani 0.318(9) 1 d D U P A 2
H26A H 0.577808 0.060834 0.107883 0.305 Uiso 0.318(9) 1 calc R U P A 2
H26B H 0.489831 0.089600 -0.018736 0.305 Uiso 0.318(9) 1 calc R U P A 2
H26C H 0.582100 0.157688 0.041453 0.305 Uiso 0.318(9) 1 calc R U P A 2
C31 C 0.1022(4) 0.4758(4) 0.3093(4) 0.0500(17) Uani 0.847(4) 1 d D U P B 1
C32 C 0.0823(6) 0.4156(3) 0.4155(4) 0.0486(11) Uani 0.847(4) 1 d D U P B 1
H32 H 0.041205 0.363562 0.392744 0.058 Uiso 0.847(4) 1 calc R . P B 1
C33 C 0.1230(5) 0.4328(4) 0.5533(4) 0.0538(14) Uani 0.847(4) 1 d D U P B 1
H33 H 0.107140 0.393847 0.626010 0.065 Uiso 0.847(4) 1 calc R . P B 1
C34 C 0.1867(4) 0.5067(3) 0.5853(4) 0.0548(10) Uani 0.847(4) 1 d D U P B 1
C35 C 0.2039(4) 0.5682(3) 0.4829(4) 0.0585(11) Uani 0.847(4) 1 d D U P B 1
H35 H 0.243794 0.620645 0.506675 0.070 Uiso 0.847(4) 1 calc R . P B 1
C36 C 0.1620(5) 0.5519(3) 0.3455(4) 0.0548(11) Uani 0.847(4) 1 d D U P B 1
H36 H 0.174168 0.593409 0.274589 0.066 Uiso 0.847(4) 1 calc R . P B 1
O37 O 0.2291(3) 0.5145(2) 0.7240(3) 0.0642(9) Uani 0.847(4) 1 d D U P B 1
C41 C 0.105(2) 0.484(2) 0.307(2) 0.068(12) Uiso 0.153(4) 1 d D U P B 2
C42 C 0.111(2) 0.423(2) 0.417(3) 0.056(10) Uiso 0.153(4) 1 d D U P B 2
H42 H 0.098870 0.361775 0.396440 0.067 Uiso 0.153(4) 1 calc R . P B 2
C43 C 0.135(3) 0.4487(18) 0.557(3) 0.073(11) Uiso 0.153(4) 1 d D U P B 2
H43 H 0.140477 0.405652 0.629531 0.087 Uiso 0.153(4) 1 calc R . P B 2
C44 C 0.1507(16) 0.5372(15) 0.5899(19) 0.062(7) Uiso 0.153(4) 1 d D U P B 2
C45 C 0.151(2) 0.5986(16) 0.485(2) 0.071(7) Uiso 0.153(4) 1 d D U P B 2
H45 H 0.169565 0.658399 0.506919 0.085 Uiso 0.153(4) 1 calc R . P B 2
C46 C 0.123(2) 0.5722(18) 0.347(2) 0.062(8) Uiso 0.153(4) 1 d D U P B 2
H46 H 0.115899 0.616284 0.276267 0.074 Uiso 0.153(4) 1 calc R . P B 2
O47 O 0.1683(13) 0.5565(10) 0.7306(15) 0.058(3) Uiso 0.153(4) 1 d D U P B 2
C61 C 0.3174(4) 0.5738(4) 0.7578(5) 0.0729(12) Uani 0.847(4) 1 d D U P B 1
H61 H 0.372218 0.564846 0.690407 0.087 Uiso 0.847(4) 1 calc R . P B 1
C62 C 0.3671(5) 0.5506(4) 0.9046(5) 0.0818(14) Uani 0.847(4) 1 d D U P B 1
H62A H 0.435494 0.583859 0.926705 0.098 Uiso 0.847(4) 1 calc R . P B 1
H62B H 0.384393 0.486684 0.909371 0.098 Uiso 0.847(4) 1 calc R . P B 1
C63 C 0.2900(7) 0.5728(7) 1.0130(7) 0.0747(14) Uani 0.847(4) 1 d D U P B 1
H63A H 0.226432 0.533018 1.000435 0.090 Uiso 0.847(4) 1 calc R . P B 1
H63B H 0.327102 0.563906 1.108800 0.090 Uiso 0.847(4) 1 calc R . P B 1
C64 C 0.2537(5) 0.6668(3) 0.9955(5) 0.0785(14) Uani 0.847(4) 1 d D U P B 1
H64A H 0.316471 0.706732 1.016059 0.094 Uiso 0.847(4) 1 calc R . P B 1
H64B H 0.200874 0.680183 1.062477 0.094 Uiso 0.847(4) 1 calc R . P B 1
C65 C 0.2012(5) 0.6824(3) 0.8449(5) 0.0792(14) Uani 0.847(4) 1 d D U P B 1
H65A H 0.136743 0.644024 0.825396 0.095 Uiso 0.847(4) 1 calc R . P B 1
H65B H 0.177465 0.744716 0.833866 0.095 Uiso 0.847(4) 1 calc R . P B 1
O66 O 0.2780(4) 0.6627(2) 0.7467(3) 0.0752(10) Uani 0.847(4) 1 d D U P B 1
C71 C 0.2175(18) 0.6371(16) 0.771(2) 0.076(3) Uiso 0.153(4) 1 d D U P B 2
H71 H 0.176010 0.687377 0.722999 0.091 Uiso 0.153(4) 1 calc R . P B 2
C72 C 0.216(2) 0.6425(18) 0.930(2) 0.074(3) Uiso 0.153(4) 1 d D U P B 2
H72A H 0.142110 0.629094 0.953967 0.089 Uiso 0.153(4) 1 calc R . P B 2
H72B H 0.234680 0.703234 0.962890 0.089 Uiso 0.153(4) 1 calc R . P B 2
C73 C 0.297(3) 0.576(4) 1.007(5) 0.079(4) Uiso 0.153(4) 1 d D U P B 2
H73A H 0.298698 0.582062 1.109690 0.094 Uiso 0.153(4) 1 calc R . P B 2
H73B H 0.277078 0.514732 0.979554 0.094 Uiso 0.153(4) 1 calc R . P B 2
C74 C 0.405(2) 0.599(2) 0.961(3) 0.092(4) Uiso 0.153(4) 1 d D U P B 2
H74A H 0.463630 0.567597 1.018794 0.111 Uiso 0.153(4) 1 calc R . P B 2
H74B H 0.418212 0.663784 0.969857 0.111 Uiso 0.153(4) 1 calc R . P B 2
C75 C 0.397(3) 0.569(2) 0.804(3) 0.091(4) Uiso 0.153(4) 1 d D U P B 2
H75A H 0.468750 0.568789 0.768832 0.109 Uiso 0.153(4) 1 calc R . P B 2
H75B H 0.363494 0.509961 0.790437 0.109 Uiso 0.153(4) 1 calc R . P B 2
O76 O 0.3279(14) 0.6371(16) 0.736(2) 0.082(4) Uiso 0.153(4) 1 d D U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
N1 C2 1.386(4) . ?
N1 C4 1.426(4) . ?
N1 C11 1.453(7) . ?
N1 C21 1.542(14) . ?
C2 C3 1.369(4) . ?
C2 C31 1.469(4) . ?
C2 C41 1.480(19) . ?
C3 C3 1.425(5) 3_565 ?
C3 C4 1.439(4) 3_565 ?
C4 O5 1.227(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.503(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.515(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.509(9) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.528(9) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.466(11) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.515(18) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.529(15) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.531(18) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.527(19) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.453(16) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C31 C32 1.408(6) . ?
C31 C36 1.393(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.386(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.384(7) . ?
C34 C35 1.386(5) . ?
C34 O37 1.379(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.383(5) . ?
C36 H36 0.9500 . ?
O37 C61 1.426(6) . ?
C41 C42 1.405(18) . ?
C41 C46 1.395(18) . ?
C42 H42 0.9500 . ?
C42 C43 1.394(19) . ?
C43 H43 0.9500 . ?
C43 C44 1.384(18) . ?
C44 C45 1.365(17) . ?
C44 O47 1.373(18) . ?
C45 H45 0.9500 . ?
C45 C46 1.391(18) . ?
C46 H46 0.9500 . ?
O47 C71 1.40(2) . ?
C61 H61 1.0000 . ?
C61 C62 1.514(6) . ?
C61 O66 1.431(7) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C62 C63 1.529(11) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C63 C64 1.494(11) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C64 C65 1.534(7) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C65 O66 1.445(7) . ?
C71 H71 1.0000 . ?
C71 C72 1.54(2) . ?
C71 O76 1.45(2) . ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
C72 C73 1.55(3) . ?
C73 H73A 0.9900 . ?
C73 H73B 0.9900 . ?
C73 C74 1.49(3) . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C74 C75 1.57(2) . ?
C75 H75A 0.9900 . ?
C75 H75B 0.9900 . ?
C75 O76 1.44(2) . ?

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
C2 N1 C4 111.5(2) . . ?
C2 N1 C11 130.0(4) . . ?
C2 N1 C21 118.4(10) . . ?
C4 N1 C11 118.1(4) . . ?
C4 N1 C21 124.2(11) . . ?
N1 C2 C31 123.0(3) . . ?
N1 C2 C41 127.2(12) . . ?
C3 C2 N1 107.5(2) . . ?
C3 C2 C31 129.5(3) . . ?
C3 C2 C41 125.1(12) . . ?
C2 C3 C3 109.1(3) . 3_565 ?
C2 C3 C4 142.7(3) . 3_565 ?
C3 C3 C4 108.3(3) 3_565 3_565 ?
N1 C4 C3 103.6(2) . 3_565 ?
O5 C4 N1 123.6(3) . . ?
O5 C4 C3 132.8(3) . 3_565 ?
N1 C11 H11A 109.9 . . ?
N1 C11 H11B 109.9 . . ?
N1 C11 C12 109.0(5) . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
C11 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
C11 C12 C13 113.6(5) . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 H12A 108.8 . . ?
C13 C12 H12B 108.8 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 C12 113.7(5) . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C13 C14 H14A 108.6 . . ?
C13 C14 H14B 108.6 . . ?
C13 C14 C15 114.7(6) . . ?
H14A C14 H14B 107.6 . . ?
C15 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C14 C15 H15A 108.4 . . ?
C14 C15 H15B 108.4 . . ?
H15A C15 H15B 107.5 . . ?
C16 C15 C14 115.4(7) . . ?
C16 C15 H15A 108.4 . . ?
C16 C15 H15B 108.4 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C21 H21A 106.6 . . ?
N1 C21 H21B 106.6 . . ?
H21A C21 H21B 106.6 . . ?
C22 C21 N1 122.7(13) . . ?
C22 C21 H21A 106.6 . . ?
C22 C21 H21B 106.6 . . ?
C21 C22 H22A 108.6 . . ?
C21 C22 H22B 108.6 . . ?
C21 C22 C23 114.6(13) . . ?
H22A C22 H22B 107.6 . . ?
C23 C22 H22A 108.6 . . ?
C23 C22 H22B 108.6 . . ?
C22 C23 H23A 109.4 . . ?
C22 C23 H23B 109.4 . . ?
C22 C23 C24 111.0(13) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
C23 C24 H24A 109.0 . . ?
C23 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C25 C24 C23 112.7(15) . . ?
C25 C24 H24A 109.1 . . ?
C25 C24 H24B 109.0 . . ?
C24 C25 H25A 108.6 . . ?
C24 C25 H25B 108.6 . . ?
H25A C25 H25B 107.5 . . ?
C26 C25 C24 114.9(18) . . ?
C26 C25 H25A 108.6 . . ?
C26 C25 H25B 108.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C32 C31 C2 123.3(4) . . ?
C36 C31 C2 117.6(4) . . ?
C36 C31 C32 119.1(4) . . ?
C31 C32 H32 120.2 . . ?
C33 C32 C31 119.5(5) . . ?
C33 C32 H32 120.2 . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 120.1(4) . . ?
C34 C33 H33 120.0 . . ?
C33 C34 C35 121.0(3) . . ?
O37 C34 C33 115.5(3) . . ?
O37 C34 C35 123.6(4) . . ?
C34 C35 H35 120.5 . . ?
C36 C35 C34 118.9(4) . . ?
C36 C35 H35 120.5 . . ?
C31 C36 H36 119.4 . . ?
C35 C36 C31 121.2(4) . . ?
C35 C36 H36 119.4 . . ?
C34 O37 C61 118.3(3) . . ?
C42 C41 C2 124(2) . . ?
C46 C41 C2 120(2) . . ?
C46 C41 C42 115.6(18) . . ?
C41 C42 H42 119.3 . . ?
C43 C42 C41 121(2) . . ?
C43 C42 H42 119.3 . . ?
C42 C43 H43 119.9 . . ?
C44 C43 C42 120(2) . . ?
C44 C43 H43 119.9 . . ?
C45 C44 C43 120.1(19) . . ?
C45 C44 O47 124.2(19) . . ?
O47 C44 C43 115.6(19) . . ?
C44 C45 H45 120.6 . . ?
C44 C45 C46 118.8(19) . . ?
C46 C45 H45 120.6 . . ?
C41 C46 H46 118.2 . . ?
C45 C46 C41 123.5(19) . . ?
C45 C46 H46 118.2 . . ?
C44 O47 C71 118.1(16) . . ?
O37 C61 H61 109.4 . . ?
O37 C61 C62 106.8(4) . . ?
O37 C61 O66 109.0(4) . . ?
C62 C61 H61 109.4 . . ?
O66 C61 H61 109.4 . . ?
O66 C61 C62 112.8(4) . . ?
C61 C62 H62A 109.4 . . ?
C61 C62 H62B 109.4 . . ?
C61 C62 C63 111.0(5) . . ?
H62A C62 H62B 108.0 . . ?
C63 C62 H62A 109.4 . . ?
C63 C62 H62B 109.4 . . ?
C62 C63 H63A 109.7 . . ?
C62 C63 H63B 109.7 . . ?
H63A C63 H63B 108.2 . . ?
C64 C63 C62 109.7(5) . . ?
C64 C63 H63A 109.7 . . ?
C64 C63 H63B 109.7 . . ?
C63 C64 H64A 109.6 . . ?
C63 C64 H64B 109.6 . . ?
C63 C64 C65 110.1(4) . . ?
H64A C64 H64B 108.2 . . ?
C65 C64 H64A 109.6 . . ?
C65 C64 H64B 109.6 . . ?
C64 C65 H65A 109.7 . . ?
C64 C65 H65B 109.7 . . ?
H65A C65 H65B 108.2 . . ?
O66 C65 C64 109.8(5) . . ?
O66 C65 H65A 109.7 . . ?
O66 C65 H65B 109.7 . . ?
C61 O66 C65 113.0(4) . . ?
O47 C71 H71 110.5 . . ?
O47 C71 C72 105.4(17) . . ?
O47 C71 O76 109.6(17) . . ?
C72 C71 H71 110.5 . . ?
O76 C71 H71 110.5 . . ?
O76 C71 C72 110.2(18) . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
C71 C72 C73 111(2) . . ?
H72A C72 H72B 108.1 . . ?
C73 C72 H72A 109.5 . . ?
C73 C72 H72B 109.5 . . ?
C72 C73 H73A 110.6 . . ?
C72 C73 H73B 110.6 . . ?
H73A C73 H73B 108.7 . . ?
C74 C73 C72 106(2) . . ?
C74 C73 H73A 110.6 . . ?
C74 C73 H73B 110.6 . . ?
C73 C74 H74A 110.8 . . ?
C73 C74 H74B 110.9 . . ?
C73 C74 C75 105(3) . . ?
H74A C74 H74B 108.9 . . ?
C75 C74 H74A 110.9 . . ?
C75 C74 H74B 110.8 . . ?
C74 C75 H75A 111.5 . . ?
C74 C75 H75B 111.5 . . ?
H75A C75 H75B 109.3 . . ?
O76 C75 C74 101(2) . . ?
O76 C75 H75A 111.5 . . ?
O76 C75 H75B 111.5 . . ?
C75 O76 C71 115(2) . . ?

_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.691
_oxdiff_exptl_absorpt_empirical_full_min 0.754
_exptl_crystal_recrystallization_method 'Slow evaporation of DCM solution'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_PhOBocDPP-N-Boc
_database_code_depnum_ccdc_archive 'CCDC 2005925'
loop_
_audit_author_name
_audit_author_address
'Joshua Humphreys'
;University of Nottingham
United Kingdom
;
_audit_update_record             
;
2020-05-26 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;
_audit_creation_date             2019-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
'Di-tert-butyl 3,6-bis(4-((tert-butoxycarbonyl)oxy)phenyl)-1,4-dioxopyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate'
_chemical_name_common            ?
_chemical_formula_moiety         'C38 H44 N2 O12'
_chemical_formula_sum            'C38 H44 N2 O12'
_chemical_formula_weight         720.75
_exptl_crystal_recrystallization_method 
'obtained by slow evaporation from a DCM solution'
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear yellow'
_diffrn_ambient_temperature      120(2)
_chemical_oxdiff_formula         'C38 H44 N2 O10'
_chemical_oxdiff_usercomment     
'OJHALY #16926 GVB-1316 IN FOMBLIN FILM ON A MICROMOUNT FOR JH/DBA'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'
_chemical_absolute_configuration .
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   16.4073(9)
_cell_length_b                   10.3312(4)
_cell_length_c                   21.7327(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.113(5)
_cell_angle_gamma                90
_cell_volume                     3683.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3474
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.1520
_cell_measurement_theta_min      4.7340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.808
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.703
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
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_absorpt_special_details   ?
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1528
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
8 -1 -9 0.0342
-8 1 9 0.0342
0 6 -4 0.0508
0 -6 4 0.0508
0 1 -14 0.0267
0 -1 14 0.0267

_exptl_crystal_preparation       
'obtained by slow evaporation from a DCM solution'
_exptl_crystal_size_max          0.221
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.053
loop_
_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
7.9939 -1.0017 -9.0168 -0.6070 0.6921 0.3551
-7.9939 1.0017 9.0168 0.6070 -0.6921 -0.3551
-0.0040 5.9860 -3.9945 -0.2569 0.2770 -0.8586
0.0040 -5.9860 3.9945 0.2569 -0.2770 0.8586
-0.0021 0.9847 -14.0089 0.0411 0.9865 -0.1767
0.0021 -0.9847 14.0089 -0.0411 -0.9865 0.1767

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.453
_diffrn_reflns_theta_min         4.069
_diffrn_ambient_environment      'N2 gas'
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.2349
_diffrn_detector_type            'Agilent Diffraction Atlas S2 detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  34.00   1.00   40.00    --  -38.50  38.00 -90.00   54
  2  ω   -109.00 -12.00   1.00   40.00    --  -38.50 -57.00 -60.00   97
  3  ω    -49.00 -15.00   1.00   40.00    --  -38.50  38.00  90.00   34
  4  ω     68.00 100.00   1.00   40.00    --   42.83 140.00 -65.00   32
  5  ω     33.00  93.00   1.00  180.00    --  104.50 -45.00 -60.00   60
  6  ω     40.00  89.00   1.00  180.00    --  104.50 -30.00-180.00   49
  7  ω     72.00  99.00   1.00  180.00    --  104.50 -94.00 -30.00   27
  8  ω     24.00  52.00   1.00  180.00    --  104.50 -94.00 -30.00   28
  9  ω     50.00  75.00   1.00  180.00    --  104.50 -30.00-150.00   25
 10  ω     26.00 100.00   1.00  180.00    --  104.50 -94.00  60.00   74
 11  ω     29.00 173.00   1.00  180.00    --  104.50   0.00-150.00  144
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Atlas S2'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0888677000
_diffrn_orient_matrix_UB_12      -0.0471314000
_diffrn_orient_matrix_UB_13      -0.0062319000
_diffrn_orient_matrix_UB_21      0.0069923000
_diffrn_orient_matrix_UB_22      -0.0007442000
_diffrn_orient_matrix_UB_23      -0.0704758000
_diffrn_orient_matrix_UB_31      0.0296688000
_diffrn_orient_matrix_UB_32      -0.1416397000
_diffrn_orient_matrix_UB_33      0.0026551000
_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_source                   'microfocus sealed tube'
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3131
_reflns_number_total             3595
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         3595
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.031
_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)+(0.0594P)²+3.8360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1184
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C8(H8), C9(H9)
2.b Idealised Me refined as rotating group:
 C18(H18a,H18b,H18c), C19(H19a,H19b,H19c), C12(H12a,H12b,H12c), C13(H13a,H13b,
 H13c), C14(H14a,H14b,H14c), C17(H17a,H17b,H17c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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 0.47040(7) 1.08193(11) 0.62780(5) 0.0200(3) Uani 1 1 d . . . . .
O6 O 0.56854(7) 0.87716(11) 0.68062(5) 0.0198(3) Uani 1 1 d . . . . .
O3 O 0.70041(7) 0.38166(11) 0.38468(6) 0.0226(3) Uani 1 1 d . . . . .
O2 O 0.64558(8) 0.34276(11) 0.47794(5) 0.0232(3) Uani 1 1 d . . . . .
O5 O 0.48783(8) 0.71874(11) 0.64042(5) 0.0228(3) Uani 1 1 d . . . . .
O4 O 0.69292(7) 0.18172(11) 0.42789(5) 0.0225(3) Uani 1 1 d . . . . .
N1 N 0.52505(8) 0.89623(12) 0.58282(6) 0.0156(3) Uani 1 1 d . . . . .
C2 C 0.51290(10) 0.94483(15) 0.48318(7) 0.0151(3) Uani 1 1 d . . . . .
C1 C 0.49094(9) 1.02481(15) 0.58209(7) 0.0155(3) Uani 1 1 d . . . . .
C4 C 0.56763(10) 0.71933(15) 0.51043(7) 0.0162(3) Uani 1 1 d . . . . .
C10 C 0.68173(10) 0.30820(16) 0.42458(7) 0.0187(3) Uani 1 1 d . . . . .
C3 C 0.53541(9) 0.84748(15) 0.52285(7) 0.0150(3) Uani 1 1 d . . . . .
C6 C 0.56973(10) 0.53196(16) 0.44328(7) 0.0190(3) Uani 1 1 d . . . . .
H6 H 0.552697 0.489674 0.407506 0.023 Uiso 1 1 calc R . . . .
C15 C 0.52391(10) 0.81889(15) 0.63756(7) 0.0163(3) Uani 1 1 d . . . . .
C5 C 0.54257(10) 0.65598(16) 0.45627(7) 0.0176(3) Uani 1 1 d . . . . .
H5 H 0.507299 0.697580 0.428702 0.021 Uiso 1 1 calc R . . . .
C8 C 0.65064(11) 0.53435(17) 0.53771(8) 0.0216(4) Uani 1 1 d . . . . .
H8 H 0.687384 0.493456 0.564408 0.026 Uiso 1 1 calc R . . . .
C7 C 0.62277(10) 0.47259(15) 0.48476(7) 0.0185(3) Uani 1 1 d . . . . .
C9 C 0.62287(10) 0.65794(16) 0.55022(7) 0.0196(3) Uani 1 1 d . . . . .
H9 H 0.641279 0.700437 0.585556 0.024 Uiso 1 1 calc R . . . .
C16 C 0.57474(11) 0.82163(17) 0.74421(7) 0.0213(4) Uani 1 1 d . . . . .
C11 C 0.74223(11) 0.11664(17) 0.37990(8) 0.0236(4) Uani 1 1 d . . . . .
C18 C 0.49078(12) 0.81307(19) 0.77153(8) 0.0276(4) Uani 1 1 d . . . . .
H18A H 0.464426 0.895856 0.768509 0.041 Uiso 1 1 calc GR . . . .
H18B H 0.495660 0.788194 0.814002 0.041 Uiso 1 1 calc GR . . . .
H18C H 0.458983 0.749738 0.749412 0.041 Uiso 1 1 calc GR . . . .
C19 C 0.61753(13) 0.69204(19) 0.74097(9) 0.0306(4) Uani 1 1 d . . . . .
H19A H 0.583995 0.632042 0.718176 0.046 Uiso 1 1 calc GR . . . .
H19B H 0.627046 0.659552 0.781866 0.046 Uiso 1 1 calc GR . . . .
H19C H 0.668666 0.702342 0.720810 0.046 Uiso 1 1 calc GR . . . .
C12 C 0.69638(12) 0.12293(19) 0.31880(9) 0.0302(4) Uani 1 1 d . . . . .
H12A H 0.643397 0.084928 0.323051 0.045 Uiso 1 1 calc GR . . . .
H12B H 0.726071 0.076199 0.288320 0.045 Uiso 1 1 calc GR . . . .
H12C H 0.690629 0.211637 0.306304 0.045 Uiso 1 1 calc GR . . . .
C13 C 0.74663(13) -0.02134(18) 0.40355(10) 0.0337(5) Uani 1 1 d . . . . .
H13A H 0.774743 -0.022745 0.442697 0.051 Uiso 1 1 calc GR . . . .
H13B H 0.775484 -0.074022 0.374819 0.051 Uiso 1 1 calc GR . . . .
H13C H 0.692448 -0.054609 0.408094 0.051 Uiso 1 1 calc GR . . . .
C14 C 0.82636(11) 0.1766(2) 0.37755(10) 0.0325(4) Uani 1 1 d . . . . .
H14A H 0.822365 0.261949 0.360309 0.049 Uiso 1 1 calc GR . . . .
H14B H 0.860693 0.124086 0.352426 0.049 Uiso 1 1 calc GR . . . .
H14C H 0.849356 0.181709 0.418440 0.049 Uiso 1 1 calc GR . . . .
C17 C 0.62673(14) 0.9208(2) 0.77757(8) 0.0347(5) Uani 1 1 d . . . . .
H17A H 0.677242 0.931315 0.756574 0.052 Uiso 1 1 calc GR . . . .
H17B H 0.637610 0.892149 0.818936 0.052 Uiso 1 1 calc GR . . . .
H17C H 0.598384 1.002079 0.778413 0.052 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C1 1.2089(19) . ?
O6 C15 1.322(2) . ?
O6 C16 1.4979(18) . ?
O3 C10 1.197(2) . ?
O2 C10 1.360(2) . ?
O2 C7 1.4012(19) . ?
O5 C15 1.194(2) . ?
O4 C10 1.321(2) . ?
O4 C11 1.4922(19) . ?
N1 C1 1.441(2) . ?
N1 C3 1.4106(19) . ?
N1 C15 1.4335(19) . ?
C2 C2 1.423(3) 5_676 ?
C2 C1 1.453(2) 5_676 ?
C2 C3 1.371(2) . ?
C4 C3 1.453(2) . ?
C4 C5 1.401(2) . ?
C4 C9 1.393(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.387(2) . ?
C6 C7 1.384(2) . ?
C5 H5 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.386(2) . ?
C8 C9 1.384(2) . ?
C9 H9 0.9300 . ?
C16 C18 1.513(3) . ?
C16 C19 1.514(2) . ?
C16 C17 1.510(3) . ?
C11 C12 1.515(3) . ?
C11 C13 1.517(3) . ?
C11 C14 1.515(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

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
C15 O6 C16 120.36(12) . . ?
C10 O2 C7 117.60(13) . . ?
C10 O4 C11 118.96(13) . . ?
C3 N1 C1 111.87(12) . . ?
C3 N1 C15 124.86(13) . . ?
C15 N1 C1 120.76(12) . . ?
C2 C2 C1 108.72(16) 5_676 5_676 ?
C3 C2 C2 110.11(17) . 5_676 ?
C3 C2 C1 141.12(14) . 5_676 ?
O1 C1 N1 123.72(14) . . ?
O1 C1 C2 133.58(15) . 5_676 ?
N1 C1 C2 102.66(12) . 5_676 ?
C5 C4 C3 118.67(14) . . ?
C9 C4 C3 122.28(14) . . ?
C9 C4 C5 119.04(14) . . ?
O3 C10 O2 124.98(15) . . ?
O3 C10 O4 129.00(15) . . ?
O4 C10 O2 106.00(14) . . ?
N1 C3 C4 123.22(13) . . ?
C2 C3 N1 106.46(13) . . ?
C2 C3 C4 130.26(14) . . ?
C5 C6 H6 120.8 . . ?
C7 C6 H6 120.8 . . ?
C7 C6 C5 118.49(15) . . ?
O6 C15 N1 108.52(13) . . ?
O5 C15 O6 128.76(14) . . ?
O5 C15 N1 122.71(14) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.79(15) . . ?
C6 C5 H5 119.6 . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
C9 C8 C7 118.89(15) . . ?
C6 C7 O2 121.40(15) . . ?
C6 C7 C8 122.01(15) . . ?
C8 C7 O2 116.37(14) . . ?
C4 C9 H9 119.6 . . ?
C8 C9 C4 120.71(15) . . ?
C8 C9 H9 119.6 . . ?
O6 C16 C18 109.78(14) . . ?
O6 C16 C19 108.60(13) . . ?
O6 C16 C17 102.16(13) . . ?
C18 C16 C19 113.14(15) . . ?
C17 C16 C18 111.19(16) . . ?
C17 C16 C19 111.37(16) . . ?
O4 C11 C12 109.06(14) . . ?
O4 C11 C13 102.10(14) . . ?
O4 C11 C14 110.26(14) . . ?
C12 C11 C13 110.91(16) . . ?
C12 C11 C14 112.97(17) . . ?
C14 C11 C13 111.00(16) . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_nottingham_internal_archive_date ?
_nottingham_internal_coll_client JH/DBA
_nottingham_internal_coll_date   07/03/2017
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time '180.00, 40.00'
_nottingham_internal_coll_frame_width 1.00
_nottingham_internal_coll_instrument 'GVB, PL13110001'
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_name   OJHALY
_nottingham_internal_coll_number 16926
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_user   pcxjh6
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 21/03/2017
_nottingham_internal_process_user pcxjh6
_nottingham_internal_refinement_date 21/03/2017
_nottingham_internal_refinement_user pcxjh6
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date 21/03/2017
_nottingham_internal_self_validation_user pcxjh6
_nottingham_internal_solution_date 21/03/2017
_nottingham_internal_solution_user pcxjh6
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_original_sample_id OJHALY
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.246
_oxdiff_exptl_absorpt_empirical_full_min 0.838
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_PhOHDPP-N-Hex
_database_code_depnum_ccdc_archive 'CCDC 2005927'
loop_
_audit_author_name
_audit_author_address
'Joshua Humphreys'
;University of Nottingham
United Kingdom
;
_audit_update_record             
;
2020-05-26 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;
_audit_creation_date             2019-06-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'2,5-Dihexyl-3,6-bis(4-hydroxyphenyl)-2,5-dihydropyrrolo[3,4- c]pyrrole-1,4-dione'
_chemical_name_common            ?
_chemical_formula_moiety         'C30 H36 N2 O4'
_chemical_formula_sum            'C30 H36 N2 O4'
_chemical_formula_weight         488.61
_exptl_crystal_recrystallization_method 
'grown by slow evaporation from a concentrated THF solution'
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear orangish yellow'
_diffrn_ambient_temperature      120(2)
_chemical_oxdiff_formula         'C30 H36 O4 N2'
_chemical_oxdiff_usercomment     
'OJHALZ #16971 GVA-1215 FOMBLIN ON MICROMOUNT FOR JH/DBA'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_chemical_absolute_configuration .
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.2797(14)
_cell_length_b                   7.831(2)
_cell_length_c                   16.028(3)
_cell_angle_alpha                76.61(2)
_cell_angle_beta                 85.29(2)
_cell_angle_gamma                76.64(2)
_cell_volume                     627.0(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    453
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.2930
_cell_measurement_theta_min      5.7010
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.910
_exptl_absorpt_coefficient_mu    0.683
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.887
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
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_absorpt_special_details   ?
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             262
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 -2 -2 0.0636
3 2 2 0.0636
0 5 5 0.0183
0 -5 -5 0.0183
0 0 -10 0.0181
0 0 10 0.0181

_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.141
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.036
loop_
_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
-2.9975 -2.0035 -1.9977 0.5759 0.1602 -0.6730
2.9975 2.0035 1.9977 -0.5759 -0.1602 0.6730
-0.0035 5.0031 5.0002 -0.8868 -0.2562 -0.4930
0.0035 -5.0031 -5.0002 0.8868 0.2562 0.4930
0.0006 -0.0087 -10.0039 -0.0337 0.9839 0.0885
-0.0006 0.0087 10.0039 0.0337 -0.9839 -0.0885

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1408
_diffrn_reflns_av_unetI/netI     0.2050
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4095
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.579
_diffrn_reflns_theta_min         5.677
_diffrn_ambient_environment      'N2 gas'
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 4.2207
_diffrn_detector_type            'Agilent Diffraction Titan S2 detector'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -47.00 -15.00   1.00   30.00    --  -43.56 125.00 -60.00   32
  2  ω    -94.00 -51.00   1.00   30.00    --  -43.56 125.00 -60.00   43
  3  ω    -27.00  65.00   1.00   30.00    --   43.56 -38.00  90.00   92
  4  ω     16.00 119.00   1.00   30.00    --   43.56  19.00 -90.00  103
  5  ω     69.00 109.00   1.00  120.00    --  103.00 -94.00  60.00   40
  6  ω     31.00  70.00   1.00  120.00    --  103.00 -77.00 -90.00   39
  7  ω     38.00  72.00   1.00  120.00    --  103.00-125.00-120.00   34
  8  ω     31.00  84.00   1.00  120.00    --  103.00 -30.00  90.00   53
  9  ω     37.00  63.00   1.00  120.00    --  103.00 -45.00  30.00   26
 10  ω     26.00  66.00   1.00  120.00    --  103.00 -94.00  60.00   40
 11  ω    114.00 178.00   1.00  120.00    --  103.00  15.00  30.00   64
 12  ω     79.00 133.00   1.00  120.00    --  103.00 -77.00 120.00   54
 13  ω     88.00 126.00   1.00  120.00    --  103.00 -77.00 -90.00   38
 14  ω     44.00  70.00   1.00  120.00    --  103.00 -77.00 120.00   26
 15  ω     87.00 112.00   1.00  120.00    --  103.00-125.00-120.00   25
 16  ω     69.00  95.00   1.00  120.00    --  103.00  15.00  30.00   26
 17  ω     35.00  70.00   1.00  120.00    --  103.00 -30.00 -60.00   35
 18  ω     56.00 106.00   1.00  120.00    --  103.00 -94.00 -60.00   50
 19  ω     44.00  87.00   1.00  120.00    --  103.00 -30.00  30.00   43
 20  ω     33.00 119.00   1.00  120.00    --  103.00 -15.00-180.00   86
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Titan S2'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0736011000
_diffrn_orient_matrix_UB_12      -0.1808266000
_diffrn_orient_matrix_UB_13      0.0035258000
_diffrn_orient_matrix_UB_21      -0.0193642000
_diffrn_orient_matrix_UB_22      0.0471240000
_diffrn_orient_matrix_UB_23      -0.0983944000
_diffrn_orient_matrix_UB_31      0.2902338000
_diffrn_orient_matrix_UB_32      -0.0895836000
_diffrn_orient_matrix_UB_33      -0.0087561000
_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_source                   'microfocus sealed tube'
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_voltage           50
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1189
_reflns_number_total             2419
_reflns_odcompleteness_completeness 98.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1663
_refine_ls_R_factor_gt           0.0880
_refine_ls_restrained_S_all      0.983
_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)+(0.0180P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1686
_refine_ls_wR_factor_ref         0.2184
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b), C11(H11a,H11b), C12(H12a,H12b), C13(H13a,H13b), C14(H14a,H14b)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H2), C6(H3), C5(H5), C7(H6)
2.c Idealised Me refined as rotating group:
 C15(H15a,H15b,H15c)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 -0.0526(6) -0.0032(5) 0.7697(2) 0.0272(8) Uani 1 1 d . . . . .
H1 H -0.137071 -0.062517 0.807670 0.041 Uiso 1 1 calc GR . . . .
O2 O 0.6883(7) 0.8116(5) 0.8963(2) 0.0305(8) Uani 1 1 d . . . . .
N1 N 0.5019(7) 0.5936(5) 0.8639(3) 0.0231(8) Uani 1 1 d . . . . .
C1 C 0.0560(8) 0.1040(6) 0.8054(3) 0.0231(10) Uani 1 1 d . . . . .
C2 C 0.2455(8) 0.1839(6) 0.7570(3) 0.0219(9) Uani 1 1 d . . . . .
H2 H 0.295146 0.161819 0.701470 0.026 Uiso 1 1 calc R . . . .
C3 C 0.3629(8) 0.2956(6) 0.7890(3) 0.0217(9) Uani 1 1 d . . . . .
H3 H 0.496259 0.346478 0.756200 0.026 Uiso 1 1 calc R . . . .
C4 C 0.2856(8) 0.3335(6) 0.8694(3) 0.0220(9) Uani 1 1 d . . . . .
C5 C 0.0940(8) 0.2530(6) 0.9175(3) 0.0230(9) Uani 1 1 d . . . . .
H5 H 0.042266 0.275636 0.972848 0.028 Uiso 1 1 calc R . . . .
C6 C -0.0215(8) 0.1402(6) 0.8853(3) 0.0236(10) Uani 1 1 d . . . . .
H6 H -0.153573 0.087880 0.918061 0.028 Uiso 1 1 calc R . . . .
C7 C 0.4049(8) 0.4472(6) 0.9087(3) 0.0230(9) Uani 1 1 d . . . . .
C8 C 0.4393(8) 0.4312(6) 0.9940(3) 0.0235(10) Uani 1 1 d . . . . .
C9 C 0.5977(8) 0.6769(7) 0.9206(3) 0.0247(10) Uani 1 1 d . . . . .
C10 C 0.4903(8) 0.6777(6) 0.7731(3) 0.0217(9) Uani 1 1 d . . . . .
H10A H 0.433357 0.809658 0.766421 0.026 Uiso 1 1 calc R . . . .
H10B H 0.358183 0.636429 0.747064 0.026 Uiso 1 1 calc R . . . .
C11 C 0.7496(8) 0.6356(7) 0.7251(3) 0.0240(10) Uani 1 1 d . . . . .
H11A H 0.810096 0.503583 0.732855 0.029 Uiso 1 1 calc R . . . .
H11B H 0.880943 0.681008 0.749288 0.029 Uiso 1 1 calc R . . . .
C12 C 0.7261(9) 0.7211(7) 0.6298(3) 0.0280(10) Uani 1 1 d . . . . .
H12A H 0.642638 0.850298 0.622634 0.034 Uiso 1 1 calc R . . . .
H12B H 0.612079 0.663786 0.604369 0.034 Uiso 1 1 calc R . . . .
C13 C 0.9897(9) 0.7024(7) 0.5814(3) 0.0294(11) Uani 1 1 d . . . . .
H13A H 1.096335 0.771196 0.602728 0.035 Uiso 1 1 calc R . . . .
H13B H 1.081578 0.574337 0.594184 0.035 Uiso 1 1 calc R . . . .
C14 C 0.9680(9) 0.7688(8) 0.4847(3) 0.0312(11) Uani 1 1 d . . . . .
H14A H 0.875836 0.896840 0.471893 0.037 Uiso 1 1 calc R . . . .
H14B H 0.861839 0.699826 0.463322 0.037 Uiso 1 1 calc R . . . .
C15 C 1.2310(10) 0.7504(8) 0.4368(4) 0.0380(13) Uani 1 1 d . . . . .
H15A H 1.204445 0.796507 0.375134 0.057 Uiso 1 1 calc GR . . . .
H15B H 1.320899 0.623411 0.447372 0.057 Uiso 1 1 calc GR . . . .
H15C H 1.336656 0.819527 0.457034 0.057 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 H1 0.8400 . ?
O1 C1 1.363(6) . ?
O2 C9 1.227(6) . ?
N1 C7 1.387(6) . ?
N1 C9 1.418(6) . ?
N1 C10 1.452(6) . ?
C1 C2 1.390(6) . ?
C1 C6 1.384(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.387(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(7) . ?
C4 C5 1.399(6) . ?
C4 C7 1.473(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.366(7) . ?
C8 C8 1.431(9) 2_667 ?
C8 C9 1.458(7) 2_667 ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.521(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.521(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.530(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.522(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.523(7) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

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
C1 O1 H1 109.5 . . ?
C7 N1 C9 111.1(4) . . ?
C7 N1 C10 129.4(4) . . ?
C9 N1 C10 119.1(4) . . ?
O1 C1 C2 117.5(4) . . ?
O1 C1 C6 122.7(4) . . ?
C6 C1 C2 119.7(4) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(4) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.1(4) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 118.8(4) . . ?
C3 C4 C7 123.4(4) . . ?
C5 C4 C7 117.7(4) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.7(4) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 120.0(4) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
N1 C7 C4 125.0(4) . . ?
C8 C7 N1 107.5(4) . . ?
C8 C7 C4 127.5(4) . . ?
C7 C8 C8 110.4(5) . 2_667 ?
C7 C8 C9 143.6(4) . 2_667 ?
C8 C8 C9 106.0(5) 2_667 2_667 ?
O2 C9 N1 123.2(4) . . ?
O2 C9 C8 131.7(5) . 2_667 ?
N1 C9 C8 105.0(4) . 2_667 ?
N1 C10 H10A 109.0 . . ?
N1 C10 H10B 109.0 . . ?
N1 C10 C11 113.1(4) . . ?
H10A C10 H10B 107.8 . . ?
C11 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
C10 C11 C12 111.3(4) . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C11 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C11 C12 C13 112.7(4) . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
C12 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 C12 113.5(4) . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C13 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C13 C14 C15 113.3(4) . . ?
H14A C14 H14B 107.7 . . ?
C15 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_nottingham_internal_archive_date ?
_nottingham_internal_coll_client JH/DBA
_nottingham_internal_coll_date   21/03/2017
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time '30.00, 120.00'
_nottingham_internal_coll_frame_width 1.00
_nottingham_internal_coll_instrument 'GVA, PL13110002'
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_name   OJHALZ
_nottingham_internal_coll_number 16971
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_user   pcxjh6
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 27/03/2017
_nottingham_internal_process_user pcxjh6
_nottingham_internal_refinement_date 27/03/2017
_nottingham_internal_refinement_user pcxjh6
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date 03/06/2019
_nottingham_internal_self_validation_user pcxjh6
_nottingham_internal_solution_date 27/03/2017
_nottingham_internal_solution_user pcxjh6
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_original_sample_id OJHALZ
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.629
_oxdiff_exptl_absorpt_empirical_full_min 0.539
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_PhOMeDPP-N-2MB
_database_code_depnum_ccdc_archive 'CCDC 2005928'
loop_
_audit_author_name
_audit_author_address
'Joshua Humphreys'
;University of Nottingham
United Kingdom
;
_audit_update_record             
;
2020-05-26 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;
_audit_creation_date             2019-06-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'3,6-Bis(4-methoxyphenyl)-2,5-bis((S)-2-methylbutyl)-2,5- dihydropyrrolo[3,4-c]pyrrole-1,4-dione'
_chemical_name_common            ?
_chemical_formula_moiety         'C30 H36 N2 O4'
_chemical_formula_sum            'C30 H36 N2 O4'
_chemical_formula_weight         488.61
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_chemical_absolute_configuration syn
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
_exptl_crystal_recrystallization_method 
'grown by evaporation of a concentrated THF solution'
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear orangish yellow'
_diffrn_ambient_temperature      120(2)
_chemical_oxdiff_formula         'C30 H36 N2 O4'
_chemical_oxdiff_usercomment     
'OJHALA #14636 SN-525 fomblin film on a mount for JH/DBA'
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'

_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.
;

_cell_length_a                   11.0360(8)
_cell_length_b                   11.6239(6)
_cell_length_c                   11.4808(10)
_cell_angle_alpha                90
_cell_angle_beta                 118.259(11)
_cell_angle_gamma                90
_cell_volume                     1297.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4896
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.9870
_cell_measurement_theta_min      4.4380
_shelx_estimated_absorpt_T_max   0.913
_shelx_estimated_absorpt_T_min   0.807
_exptl_absorpt_coefficient_mu    0.660
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.950
_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_absorpt_special_details   ?
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             524
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.2434
_exptl_crystal_size_min          0.1397
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8266
_diffrn_reflns_point_group_measured_fraction_full 0.901
_diffrn_reflns_point_group_measured_fraction_max 0.855
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.420
_diffrn_reflns_theta_min         4.372
_diffrn_ambient_environment      'N2 gas'
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -38.00   30.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000 -180.0000 68

#__ type_ start__ end____ width___ exp.time_
  2 omega  -83.00  -24.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -38.0000  -30.0000 59

#__ type_ start__ end____ width___ exp.time_
  3 omega  -48.00   33.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000  -60.0000 81

#__ type_ start__ end____ width___ exp.time_
  4 omega  145.00  177.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.1322  125.0000  150.0000 32

#__ type_ start__ end____ width___ exp.time_
  5 omega   41.00   92.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.1322  -45.0000 -120.0000 51

#__ type_ start__ end____ width___ exp.time_
  6 omega   41.00   76.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.1322  -30.0000 -150.0000 35

#__ type_ start__ end____ width___ exp.time_
  7 omega   42.00   98.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.1322  -45.0000  150.0000 56

#__ type_ start__ end____ width___ exp.time_
  8 omega   49.00   97.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.1322  -45.0000   60.0000 48

#__ type_ start__ end____ width___ exp.time_
  9 omega   39.00   91.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.1322  -45.0000    0.0000 52

#__ type_ start__ end____ width___ exp.time_
 10 omega   84.00  173.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.1322   45.0000    0.0000 89

#__ type_ start__ end____ width___ exp.time_
 11 omega   85.00  155.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.1322   30.0000  120.0000 70

#__ type_ start__ end____ width___ exp.time_
 12 omega   16.00  113.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       43.1277   57.0000 -150.0000 97

#__ type_ start__ end____ width___ exp.time_
 13 omega   12.00  117.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       43.1277   77.0000   90.0000 105

#__ type_ start__ end____ width___ exp.time_
 14 omega    1.00   83.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       43.1277  -99.0000   60.0000 82

#__ type_ start__ end____ width___ exp.time_
 15 omega   75.00  123.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.1322   77.0000  150.0000 48

#__ type_ start__ end____ width___ exp.time_
 16 omega   61.00  178.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      106.1322   15.0000  -90.0000 117
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova-Duo, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      0.1467019000
_diffrn_orient_matrix_UB_12      -0.0447258000
_diffrn_orient_matrix_UB_13      0.0890410000
_diffrn_orient_matrix_UB_21      0.0553646000
_diffrn_orient_matrix_UB_22      0.0802359000
_diffrn_orient_matrix_UB_23      -0.0708654000
_diffrn_orient_matrix_UB_31      0.0223427000
_diffrn_orient_matrix_UB_32      0.0954674000
_diffrn_orient_matrix_UB_33      0.1013672000
_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_source                   'microfocus sealed tube'
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_voltage           50
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.671
_reflns_Friedel_fraction_full    0.793
_reflns_Friedel_fraction_max     0.724
_reflns_number_gt                4353
_reflns_number_total             4540
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 
;
 Flack x determined using 1663 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         4540
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0525
_refine_ls_restrained_S_all      1.043
_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)+(0.0964P)²+0.2300P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1382
_refine_ls_wR_factor_ref         0.1411
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22), C27(H27)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C24(H24A,H24B), C26(H26A,H26B), C29(H29A,H29B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11), C15(H15), C16(H16), C17(H17), C18(H18)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C20(H20A,H20B,H20C), C23(H23A,H23B,H23C), C25(H25A,H25B,
 H25C), C28(H28A,H28B,H28C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.3098(2) 0.34607(19) 0.3534(2) 0.0334(5) Uani 1 1 d . . . . .
O2 O 0.2250(2) 0.69862(19) 0.6772(2) 0.0324(5) Uani 1 1 d . . . . .
O3 O 0.9618(2) 0.3662(2) 0.6985(2) 0.0370(5) Uani 1 1 d . . . . .
O4 O -0.4372(2) 0.6551(2) 0.3276(2) 0.0375(5) Uani 1 1 d . . . . .
N1 N 0.1163(2) 0.4190(2) 0.3601(2) 0.0277(5) Uani 1 1 d . . . . .
N2 N 0.4183(3) 0.6228(2) 0.6722(2) 0.0276(5) Uani 1 1 d . . . . .
C1 C 0.0883(3) 0.5052(2) 0.4293(3) 0.0269(6) Uani 1 1 d . . . . .
C2 C 0.2612(3) 0.4104(2) 0.4052(3) 0.0272(6) Uani 1 1 d . . . . .
C3 C 0.2131(3) 0.5507(2) 0.5208(3) 0.0270(6) Uani 1 1 d . . . . .
C4 C 0.3210(3) 0.4921(3) 0.5114(3) 0.0280(6) Uani 1 1 d . . . . .
C5 C 0.2738(3) 0.6326(3) 0.6272(3) 0.0276(6) Uani 1 1 d . . . . .
C6 C 0.4464(3) 0.5364(3) 0.6040(3) 0.0272(6) Uani 1 1 d . . . . .
C7 C 0.5836(3) 0.4982(3) 0.6297(3) 0.0281(6) Uani 1 1 d . . . . .
C8 C 0.6018(3) 0.3808(3) 0.6135(3) 0.0299(6) Uani 1 1 d . . . . .
H8 H 0.526636 0.329114 0.587204 0.036 Uiso 1 1 calc R . . . .
C9 C 0.6939(3) 0.5727(3) 0.6647(3) 0.0286(6) Uani 1 1 d . . . . .
H9 H 0.681449 0.652659 0.672788 0.034 Uiso 1 1 calc R . . . .
C10 C 0.7296(3) 0.3399(3) 0.6361(3) 0.0317(6) Uani 1 1 d . . . . .
H10 H 0.741477 0.260491 0.624579 0.038 Uiso 1 1 calc R . . . .
C11 C 0.8223(3) 0.5324(3) 0.6882(3) 0.0306(6) Uani 1 1 d . . . . .
H11 H 0.897194 0.584050 0.712661 0.037 Uiso 1 1 calc R . . . .
C12 C 0.8396(3) 0.4149(3) 0.6753(3) 0.0295(6) Uani 1 1 d . . . . .
C13 C 1.0801(3) 0.4383(3) 0.7488(3) 0.0379(7) Uani 1 1 d . . . . .
H13A H 1.067943 0.497082 0.682916 0.057 Uiso 1 1 calc GR . . . .
H13B H 1.161465 0.391817 0.767920 0.057 Uiso 1 1 calc GR . . . .
H13C H 1.092274 0.475718 0.830143 0.057 Uiso 1 1 calc GR . . . .
C14 C -0.0498(3) 0.5391(3) 0.4035(3) 0.0277(6) Uani 1 1 d . . . . .
C15 C -0.1560(3) 0.4603(3) 0.3704(3) 0.0292(6) Uani 1 1 d . . . . .
H15 H -0.139035 0.380979 0.364299 0.035 Uiso 1 1 calc R . . . .
C16 C -0.0766(3) 0.6558(3) 0.4147(3) 0.0300(6) Uani 1 1 d . . . . .
H16 H -0.004804 0.710807 0.440118 0.036 Uiso 1 1 calc R . . . .
C17 C -0.2864(3) 0.4952(3) 0.3461(3) 0.0298(6) Uani 1 1 d . . . . .
H17 H -0.357472 0.440170 0.324665 0.036 Uiso 1 1 calc R . . . .
C18 C -0.2064(3) 0.6910(3) 0.3890(3) 0.0314(6) Uani 1 1 d . . . . .
H18 H -0.223722 0.770197 0.395550 0.038 Uiso 1 1 calc R . . . .
C19 C -0.3119(3) 0.6112(3) 0.3535(3) 0.0295(6) Uani 1 1 d . . . . .
C20 C -0.5483(3) 0.5759(3) 0.2862(4) 0.0397(7) Uani 1 1 d . . . . .
H20A H -0.565121 0.540391 0.202413 0.060 Uiso 1 1 calc GR . . . .
H20B H -0.631218 0.616752 0.273923 0.060 Uiso 1 1 calc GR . . . .
H20C H -0.525170 0.516108 0.353566 0.060 Uiso 1 1 calc GR . . . .
C21 C 0.0208(3) 0.3556(3) 0.2428(3) 0.0301(6) Uani 1 1 d . . . . .
H21A H -0.046654 0.315451 0.262434 0.036 Uiso 1 1 calc R . . . .
H21B H 0.072648 0.296183 0.222957 0.036 Uiso 1 1 calc R . . . .
C22 C -0.0577(3) 0.4309(3) 0.1197(3) 0.0346(7) Uani 1 1 d . . . . .
H22 H -0.122455 0.481311 0.134666 0.042 Uiso 1 1 calc R . . . .
C23 C 0.0402(4) 0.5078(3) 0.0954(4) 0.0482(9) Uani 1 1 d . . . . .
H23A H -0.011651 0.550242 0.012520 0.072 Uiso 1 1 calc GR . . . .
H23B H 0.110381 0.460272 0.089425 0.072 Uiso 1 1 calc GR . . . .
H23C H 0.084790 0.562402 0.168709 0.072 Uiso 1 1 calc GR . . . .
C24 C -0.1422(4) 0.3549(3) -0.0002(3) 0.0425(8) Uani 1 1 d . . . . .
H24A H -0.189560 0.404609 -0.079133 0.051 Uiso 1 1 calc R . . . .
H24B H -0.078781 0.303970 -0.014832 0.051 Uiso 1 1 calc R . . . .
C25 C -0.2491(5) 0.2809(5) 0.0126(4) 0.0735(15) Uani 1 1 d . . . . .
H25A H -0.309391 0.245026 -0.072793 0.110 Uiso 1 1 calc GR . . . .
H25B H -0.304125 0.329059 0.039928 0.110 Uiso 1 1 calc GR . . . .
H25C H -0.202657 0.220866 0.079053 0.110 Uiso 1 1 calc GR . . . .
C26 C 0.5155(3) 0.6953(3) 0.7806(3) 0.0309(6) Uani 1 1 d . . . . .
H26A H 0.461857 0.750578 0.803647 0.037 Uiso 1 1 calc R . . . .
H26B H 0.568958 0.740603 0.747663 0.037 Uiso 1 1 calc R . . . .
C27 C 0.6173(3) 0.6337(3) 0.9077(3) 0.0355(7) Uani 1 1 d . . . . .
H27 H 0.657010 0.566612 0.882789 0.043 Uiso 1 1 calc R . . . .
C28 C 0.7342(4) 0.7192(4) 0.9872(4) 0.0577(11) Uani 1 1 d . . . . .
H28A H 0.776841 0.743896 0.933411 0.087 Uiso 1 1 calc GR . . . .
H28B H 0.803408 0.681763 1.067841 0.087 Uiso 1 1 calc GR . . . .
H28C H 0.696716 0.786286 1.010899 0.087 Uiso 1 1 calc GR . . . .
C29 C 0.5547(4) 0.5903(4) 0.9912(4) 0.0540(10) Uani 1 1 d . . . . .
H29A H 0.628981 0.556594 1.073116 0.065 Uiso 1 1 calc R . . . .
H29B H 0.517340 0.657092 1.017432 0.065 Uiso 1 1 calc R . . . .
C30 C 0.4435(6) 0.5034(6) 0.9286(5) 0.0790(17) Uani 1 1 d . . . . .
H30A H 0.358743 0.541373 0.864426 0.119 Uiso 1 1 calc GR . . . .
H30B H 0.427823 0.465964 0.996760 0.119 Uiso 1 1 calc GR . . . .
H30C H 0.470728 0.445560 0.883307 0.119 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C2 1.226(3) . ?
O2 C5 1.225(4) . ?
O3 C12 1.368(3) . ?
O3 C13 1.423(4) . ?
O4 C19 1.368(3) . ?
O4 C20 1.423(4) . ?
N1 C1 1.402(4) . ?
N1 C2 1.433(3) . ?
N1 C21 1.457(4) . ?
N2 C5 1.429(4) . ?
N2 C6 1.396(4) . ?
N2 C26 1.465(4) . ?
C1 C3 1.382(4) . ?
C1 C14 1.461(4) . ?
C2 C4 1.436(4) . ?
C3 C4 1.420(4) . ?
C3 C5 1.440(4) . ?
C4 C6 1.385(4) . ?
C6 C7 1.468(4) . ?
C7 C8 1.405(4) . ?
C7 C9 1.389(4) . ?
C8 H8 0.9500 . ?
C8 C10 1.392(4) . ?
C9 H9 0.9500 . ?
C9 C11 1.393(4) . ?
C10 H10 0.9500 . ?
C10 C12 1.385(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.396(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.391(4) . ?
C14 C16 1.407(5) . ?
C15 H15 0.9500 . ?
C15 C17 1.391(4) . ?
C16 H16 0.9500 . ?
C16 C18 1.381(4) . ?
C17 H17 0.9500 . ?
C17 C19 1.388(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.390(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.535(4) . ?
C22 H22 1.0000 . ?
C22 C23 1.527(5) . ?
C22 C24 1.525(5) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.523(6) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.534(4) . ?
C27 H27 1.0000 . ?
C27 C28 1.539(5) . ?
C27 C29 1.510(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.486(7) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
C12 O3 C13 117.8(2) . . ?
C19 O4 C20 117.0(3) . . ?
C1 N1 C2 110.7(2) . . ?
C1 N1 C21 128.9(2) . . ?
C2 N1 C21 119.6(2) . . ?
C5 N2 C26 120.3(2) . . ?
C6 N2 C5 111.2(2) . . ?
C6 N2 C26 128.5(2) . . ?
N1 C1 C14 124.5(3) . . ?
C3 C1 N1 107.2(2) . . ?
C3 C1 C14 128.2(3) . . ?
O1 C2 N1 122.5(3) . . ?
O1 C2 C4 133.2(3) . . ?
N1 C2 C4 104.2(2) . . ?
C1 C3 C4 109.2(2) . . ?
C1 C3 C5 142.6(3) . . ?
C4 C3 C5 108.1(2) . . ?
C3 C4 C2 108.5(2) . . ?
C6 C4 C2 142.0(3) . . ?
C6 C4 C3 109.4(2) . . ?
O2 C5 N2 122.9(3) . . ?
O2 C5 C3 132.9(3) . . ?
N2 C5 C3 104.2(2) . . ?
N2 C6 C7 126.0(3) . . ?
C4 C6 N2 106.9(2) . . ?
C4 C6 C7 127.0(3) . . ?
C8 C7 C6 117.7(3) . . ?
C9 C7 C6 123.2(3) . . ?
C9 C7 C8 119.0(3) . . ?
C7 C8 H8 119.9 . . ?
C10 C8 C7 120.2(3) . . ?
C10 C8 H8 119.9 . . ?
C7 C9 H9 119.4 . . ?
C7 C9 C11 121.2(3) . . ?
C11 C9 H9 119.4 . . ?
C8 C10 H10 120.0 . . ?
C12 C10 C8 120.0(3) . . ?
C12 C10 H10 120.0 . . ?
C9 C11 H11 120.5 . . ?
C9 C11 C12 119.1(3) . . ?
C12 C11 H11 120.5 . . ?
O3 C12 C10 115.7(3) . . ?
O3 C12 C11 123.7(3) . . ?
C10 C12 C11 120.5(3) . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
O3 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C1 122.7(3) . . ?
C15 C14 C16 118.2(3) . . ?
C16 C14 C1 119.0(3) . . ?
C14 C15 H15 119.3 . . ?
C14 C15 C17 121.4(3) . . ?
C17 C15 H15 119.3 . . ?
C14 C16 H16 119.7 . . ?
C18 C16 C14 120.5(3) . . ?
C18 C16 H16 119.7 . . ?
C15 C17 H17 120.3 . . ?
C19 C17 C15 119.4(3) . . ?
C19 C17 H17 120.3 . . ?
C16 C18 H18 119.8 . . ?
C16 C18 C19 120.3(3) . . ?
C19 C18 H18 119.8 . . ?
O4 C19 C17 124.2(3) . . ?
O4 C19 C18 115.8(3) . . ?
C17 C19 C18 120.0(3) . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 C21 H21A 108.7 . . ?
N1 C21 H21B 108.7 . . ?
N1 C21 C22 114.1(2) . . ?
H21A C21 H21B 107.6 . . ?
C22 C21 H21A 108.7 . . ?
C22 C21 H21B 108.7 . . ?
C21 C22 H22 108.3 . . ?
C23 C22 C21 111.3(3) . . ?
C23 C22 H22 108.3 . . ?
C24 C22 C21 109.7(3) . . ?
C24 C22 H22 108.3 . . ?
C24 C22 C23 111.0(3) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 108.7 . . ?
C22 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C25 C24 C22 114.2(3) . . ?
C25 C24 H24A 108.7 . . ?
C25 C24 H24B 108.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N2 C26 H26A 108.1 . . ?
N2 C26 H26B 108.1 . . ?
N2 C26 C27 116.8(3) . . ?
H26A C26 H26B 107.3 . . ?
C27 C26 H26A 108.1 . . ?
C27 C26 H26B 108.1 . . ?
C26 C27 H27 108.4 . . ?
C26 C27 C28 107.1(3) . . ?
C28 C27 H27 108.4 . . ?
C29 C27 C26 114.2(3) . . ?
C29 C27 H27 108.4 . . ?
C29 C27 C28 110.2(3) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 108.2 . . ?
C27 C29 H29B 108.2 . . ?
H29A C29 H29B 107.4 . . ?
C30 C29 C27 116.2(4) . . ?
C30 C29 H29A 108.2 . . ?
C30 C29 H29B 108.2 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

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
3 -3 -7 0.1610 2.9901 -2.9982 -6.5099 -0.0069 0.3863 -0.8793
-4 1 7 0.1275 -3.9950 0.9989 7.0027 -0.0072 -0.6373 0.7159
2 7 0 0.1426 2.0184 6.9992 0.0248 -0.0147 0.6716 0.7158
0 0 -7 0.0722 0.0048 0.0172 -6.5017 -0.5790 0.4624 -0.6573
-6 4 4 0.1713 -5.9799 4.0181 4.0107 -0.6999 -0.2929 0.6566
6 -4 -4 0.2117 5.9799 -4.0181 -4.0107 0.6999 0.2929 -0.6566
-4 -6 -1 0.0811 -4.0114 -5.9886 -0.5229 -0.3672 -0.6655 -0.7143
6 3 -3 0.1403 6.0011 2.9866 -2.9869 0.4808 0.7835 0.1164
2 6 3 0.1395 2.0135 5.9915 2.5221 0.2520 0.4135 0.8726
4 3 3 0.1020 4.0002 2.9788 3.0134 0.7219 0.2469 0.6792
0 -1 6 0.0456 -0.0079 -1.0183 6.4983 0.6230 -0.5426 0.5613
5 5 -5 0.1131 5.0110 4.9994 -5.4814 0.0234 1.0670 0.0336

_nottingham_internal_archive_date ?
_nottingham_internal_coll_client JH/DBA
_nottingham_internal_coll_date   01/05/2015
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '3.0000, 12.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_instrument 'SN, XDA 017/09'
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_name   OJHALA
_nottingham_internal_coll_number 14636
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_user   pcxjh6
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 24/07/2015
_nottingham_internal_process_user pcxjh6
_nottingham_internal_refinement_date 24/08/2015
_nottingham_internal_refinement_user pcxjh6
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date 03/06/2019
_nottingham_internal_self_validation_user pcxjh6
_nottingham_internal_solution_date 24/08/2015
_nottingham_internal_solution_user pcxjh6
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_original_sample_id OJHALA
_olex2_submission_special_instructions 'No special instructions were received'
