# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019
#######################################################################
#
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 1900255'
loop_
_audit_author_name
_audit_author_address
"simone d'agostino"
;university of bologna
Italy
;
_audit_update_record
;
2019-02-28 deposited with the CCDC. 2019-04-15 downloaded from the CCDC.
;
_audit_creation_date 2019-02-26
_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_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C4 O4, 2(H2 O), 2(C5 H7 B N O2)'
_chemical_formula_sum 'C14 H18 B2 N2 O10'
_chemical_formula_weight 395.92
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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 12
_space_group_name_H-M_alt 'I 1 2/m 1'
_space_group_name_Hall '-I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z+1/2'
_cell_length_a 3.7455(3)
_cell_length_b 10.5330(6)
_cell_length_c 21.5313(12)
_cell_angle_alpha 90
_cell_angle_beta 94.556(6)
_cell_angle_gamma 90
_cell_volume 846.75(10)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 1268
_cell_measurement_temperature 250
_cell_measurement_theta_max 28.9530
_cell_measurement_theta_min 3.8000
_shelx_estimated_absorpt_T_max 0.987
_shelx_estimated_absorpt_T_min 0.938
_exptl_absorpt_coefficient_mu 0.130
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.91184
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.42b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.553
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 412
_exptl_crystal_size_max 0.5
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.1
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0169
_diffrn_reflns_av_unetI/netI 0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max 4
_diffrn_reflns_limit_h_min -4
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 26
_diffrn_reflns_limit_l_min -26
_diffrn_reflns_number 2893
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 26.001
_diffrn_reflns_theta_min 3.442
_diffrn_ambient_temperature 250
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -57.00 -52.00 1.00 10.00 -- -17.60 134.00 14.00 5
2 \w 28.00 33.00 1.00 10.00 -- -17.60 70.00 90.00 5
3 \w 28.00 33.00 1.00 10.00 -- 19.16 -70.00 90.00 5
4 \w -15.00 23.00 1.00 15.00 -- -17.75 -99.00 30.00 38
5 \w 44.00 94.00 1.00 15.00 -- 19.00-178.00 -30.00 50
6 \w 2.00 83.00 1.00 15.00 -- 19.00 38.00 90.00 81
7 \w -22.00 55.00 1.00 15.00 -- 19.00 -99.00-180.00 77
8 \w -53.00 45.00 1.00 15.00 -- 19.00 -38.00 -90.00 98
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Sapphire3'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 0.0218117000
_diffrn_orient_matrix_UB_12 0.0644058000
_diffrn_orient_matrix_UB_13 -0.0084945000
_diffrn_orient_matrix_UB_21 0.1886492000
_diffrn_orient_matrix_UB_22 -0.0077171000
_diffrn_orient_matrix_UB_23 0.0032572000
_diffrn_orient_matrix_UB_31 -0.0021540000
_diffrn_orient_matrix_UB_32 -0.0179835000
_diffrn_orient_matrix_UB_33 -0.0317935000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 782
_reflns_number_total 884
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 > 2\s(I)'
_computing_cell_refinement 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_collection 'CrysAlisPro 1.171.38.42b (Rigaku OD, 2015)'
_computing_data_reduction 'CrysAlisPro 1.171.38.42b (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 0.239
_refine_diff_density_min -0.229
_refine_diff_density_rms 0.052
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.079
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 73
_refine_ls_number_reflns 884
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0415
_refine_ls_R_factor_gt 0.0375
_refine_ls_restrained_S_all 1.079
_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/[\s^2^(Fo^2^)+(0.0571P)^2^+0.3930P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1024
_refine_ls_wR_factor_ref 0.1059
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All N(H) groups
At 1.5 times of:
All O(H) groups
2.a Free rotating group:
O3(H3A)
2.b Aromatic/amide H refined with riding coordinates:
N1(H1), C3(H3), C4(H4)
2.c Idealised tetrahedral OH refined as rotating group:
O1(H1A)
;
_atom_sites_solution_hydrogens mixed
_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
O2 O 0.8322(3) 0.65396(9) 0.56665(4) 0.0367(3) Uani 1 1 d . . . . .
O3 O 0.500000 0.85555(13) 0.500000 0.0416(4) Uani 1 2 d S T P . .
H3A H 0.361101 0.807133 0.477671 0.062 Uiso 1 1 d G . . . .
N1 N 0.2422(4) 0.500000 0.89508(7) 0.0353(4) Uani 1 2 d S T P . .
H1 H 0.173541 0.500000 0.932744 0.042 Uiso 1 2 calc RS T P . .
O1 O 0.6262(4) 0.61335(11) 0.68103(5) 0.0554(4) Uani 1 1 d . . . . .
H1A H 0.689652 0.603976 0.645250 0.083 Uiso 1 1 calc GR . . . .
C1 C 0.9251(3) 0.56895(12) 0.53032(5) 0.0265(3) Uani 1 1 d . . . . .
C2 C 0.4580(5) 0.500000 0.77603(8) 0.0280(4) Uani 1 2 d S T P . .
C3 C 0.4035(4) 0.61190(15) 0.80753(7) 0.0399(4) Uani 1 1 d . . . . .
H3 H 0.442148 0.690015 0.788050 0.048 Uiso 1 1 calc R . . . .
C4 C 0.2932(4) 0.61047(15) 0.86709(7) 0.0425(4) Uani 1 1 d . . . . .
H4 H 0.254240 0.687138 0.887848 0.051 Uiso 1 1 calc R . . . .
B1 B 0.5799(6) 0.500000 0.70660(9) 0.0293(5) Uani 1 2 d S T P . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O2 0.0600(7) 0.0246(6) 0.0278(5) -0.0035(4) 0.0182(4) 0.0006(4)
O3 0.0689(11) 0.0256(8) 0.0321(8) 0.000 0.0162(7) 0.000
N1 0.0359(9) 0.0498(11) 0.0212(8) 0.000 0.0091(6) 0.000
O1 0.1027(10) 0.0342(7) 0.0340(6) -0.0018(5) 0.0355(6) -0.0071(6)
C1 0.0346(7) 0.0246(7) 0.0210(6) 0.0008(5) 0.0061(5) -0.0013(5)
C2 0.0276(9) 0.0330(10) 0.0240(9) 0.000 0.0054(7) 0.000
C3 0.0582(9) 0.0324(8) 0.0314(7) -0.0032(6) 0.0183(6) -0.0120(7)
C4 0.0574(9) 0.0388(8) 0.0336(8) -0.0114(7) 0.0171(7) -0.0116(7)
B1 0.0325(11) 0.0317(11) 0.0246(10) 0.000 0.0081(8) 0.000
_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
O2 C1 1.2562(15) . ?
O3 H3A 0.8498 . ?
O3 H3A 0.850(19) 2_656 ?
N1 H1 0.8700 . ?
N1 C4 1.3311(17) . ?
N1 C4 1.3312(17) 6_565 ?
O1 H1A 0.8300 . ?
O1 B1 1.3317(14) . ?
C1 C1 1.452(2) 6_565 ?
C1 C1 1.461(2) 2_756 ?
C2 C3 1.3831(18) . ?
C2 C3 1.3831(18) 6_565 ?
C2 B1 1.598(3) . ?
C3 H3 0.9400 . ?
C3 C4 1.378(2) . ?
C4 H4 0.9400 . ?
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
H3A O3 H3A 106.2 . 2_656 ?
C4 N1 H1 119.1 . . ?
C4 N1 H1 119.1 6_565 . ?
C4 N1 C4 121.88(17) . 6_565 ?
B1 O1 H1A 109.5 . . ?
O2 C1 C1 135.46(7) . 6_565 ?
O2 C1 C1 134.53(7) . 2_756 ?
C1 C1 C1 90.0 6_565 2_756 ?
C3 C2 C3 116.90(17) . 6_565 ?
C3 C2 B1 121.55(9) 6_565 . ?
C3 C2 B1 121.55(9) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 120.92(14) . . ?
C4 C3 H3 119.5 . . ?
N1 C4 C3 119.69(14) . . ?
N1 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
O1 B1 O1 127.40(18) 6_565 . ?
O1 B1 C2 116.30(9) 6_565 . ?
O1 B1 C2 116.30(9) . . ?
_shelx_res_file
;
TITL 4pyba_squaric_1-1_h2o_r3_a.res in I2/m
4pyba_squaric_1-1_h2o_r3.res
created by SHELXL-2016/6 at 10:00:59 on 10-Jan-2018
REM Old TITL 4pyba_squaric_1-1_H2O_r3 in I2/m
REM SHELXT solution in I2/m
REM R1 0.201, Rweak 0.010, Alpha 0.019, Orientation as input
REM Formula found by SHELXT: C8 N O5
CELL 0.71073 3.7455 10.533 21.5313 90 94.556 90
ZERR 2 0.0003 0.0006 0.0012 0 0.006 0
LATT 2
SYMM -X,+Y,-Z
SFAC C H B N O
UNIT 28 36 4 4 20
L.S. 10
PLAN 20
SIZE 0.1 0.2 0.5
TEMP -23.15
BOND $H
list 4
fmap 2
acta
REM
REM
REM
WGHT 0.057100 0.393000
FVAR 0.52089
O2 5 0.832222 0.653964 0.566648 11.00000 0.05995 0.02462 =
0.02778 -0.00348 0.01824 0.00064
AFIX 6
O3 5 0.500000 0.855555 0.500000 10.50000 0.06890 0.02562 =
0.03209 0.00000 0.01622 0.00000
H3A 2 0.361101 0.807133 0.477671 11.00000 -1.50000
AFIX 0
N1 4 0.242195 0.500000 0.895080 10.50000 0.03590 0.04982 =
0.02123 0.00000 0.00912 0.00000
AFIX 43
H1 2 0.173541 0.500000 0.932744 10.50000 -1.20000
AFIX 0
O1 5 0.626162 0.613345 0.681030 11.00000 0.10272 0.03421 =
0.03402 -0.00183 0.03548 -0.00707
AFIX 147
H1A 2 0.689652 0.603976 0.645250 11.00000 -1.50000
AFIX 0
C1 1 0.925146 0.568950 0.530317 11.00000 0.03460 0.02456 =
0.02099 0.00082 0.00608 -0.00128
C2 1 0.457958 0.500000 0.776032 10.50000 0.02762 0.03301 =
0.02399 0.00000 0.00535 0.00000
C3 1 0.403457 0.611902 0.807534 11.00000 0.05824 0.03240 =
0.03143 -0.00322 0.01831 -0.01195
AFIX 43
H3 2 0.442148 0.690015 0.788050 11.00000 -1.20000
AFIX 0
C4 1 0.293219 0.610470 0.867089 11.00000 0.05745 0.03879 =
0.03356 -0.01137 0.01714 -0.01160
AFIX 43
H4 2 0.254240 0.687138 0.887848 11.00000 -1.20000
AFIX 0
B1 3 0.579933 0.500000 0.706597 10.50000 0.03247 0.03172 =
0.02457 0.00000 0.00811 0.00000
HKLF 4
REM 4pyba_squaric_1-1_h2o_r3_a.res in I2/m
REM R1 = 0.0375 for 782 Fo > 4sig(Fo) and 0.0415 for all 884 data
REM 73 parameters refined using 0 restraints
END
WGHT 0.0571 0.3930
REM Highest difference peak 0.239, deepest hole -0.229, 1-sigma level 0.052
Q1 1 0.4816 0.5000 0.7404 10.50000 0.05 0.24
Q2 1 0.5849 0.5000 0.7481 10.50000 0.05 0.22
Q3 1 0.8991 0.5000 0.5396 10.50000 0.05 0.18
Q4 1 1.0000 0.5908 0.5000 10.50000 0.05 0.18
Q5 1 0.2422 0.7035 0.7707 11.00000 0.05 0.13
Q6 1 0.6247 0.6853 0.7994 11.00000 0.05 0.12
Q7 1 0.4361 0.6777 0.9100 11.00000 0.05 0.12
Q8 1 0.4328 0.5753 0.6739 11.00000 0.05 0.11
Q9 1 -0.1009 0.5000 0.8653 10.50000 0.05 0.11
Q10 1 0.6194 0.5000 0.9794 10.50000 0.05 0.11
Q11 1 0.8304 0.5000 0.8028 10.50000 0.05 0.10
Q12 1 0.9015 0.7518 0.5487 11.00000 0.05 0.10
Q13 1 0.0574 0.7006 0.8828 11.00000 0.05 0.10
Q14 1 0.7267 0.5000 0.8856 10.50000 0.05 0.10
Q15 1 0.4009 0.5000 0.9848 10.50000 0.05 0.10
Q16 1 0.3540 0.5000 0.6007 10.50000 0.05 0.10
Q17 1 0.7767 0.7290 0.8035 11.00000 0.05 0.09
Q18 1 0.1223 0.5000 0.7473 10.50000 0.05 0.09
Q19 1 0.4803 0.7255 0.6805 11.00000 0.05 0.09
Q20 1 1.0013 0.5000 0.7062 10.50000 0.05 0.09
;
_shelx_res_checksum 11924
_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 1.174
_oxdiff_exptl_absorpt_empirical_full_min 0.810
#######################################################################
#
# 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_1a-Bpy
_database_code_depnum_ccdc_archive 'CCDC 1900258'
loop_
_audit_author_name
_audit_author_address
"simone d'agostino"
;university of bologna
Italy
;
_audit_update_record
;
2019-03-12 deposited with the CCDC. 2019-04-15 downloaded from the CCDC.
;
_audit_creation_date 2019-03-12
_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_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C4 O4, 2(C5 H6.8 B N O2), C10 H8.4 N2'
_chemical_formula_sum 'C24 H22 B2 N4 O8'
_chemical_formula_weight 516.07
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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 12
_space_group_name_H-M_alt 'C 1 2/m 1'
_space_group_name_Hall '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'
_cell_length_a 12.3874(6)
_cell_length_b 10.7643(4)
_cell_length_c 8.7610(4)
_cell_angle_alpha 90
_cell_angle_beta 98.765(5)
_cell_angle_gamma 90
_cell_volume 1154.56(9)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 1184
_cell_measurement_temperature 298.15
_cell_measurement_theta_max 27.9070
_cell_measurement_theta_min 3.6120
_shelx_estimated_absorpt_T_max 0.989
_shelx_estimated_absorpt_T_min 0.978
_exptl_absorpt_coefficient_mu 0.111
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.98851
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour yellow
_exptl_crystal_colour_primary yellow
_exptl_crystal_density_diffrn 1.484
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 536
_exptl_crystal_size_max 0.2
_exptl_crystal_size_mid 0.1
_exptl_crystal_size_min 0.1
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0189
_diffrn_reflns_av_unetI/netI 0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.857
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 2546
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.857
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.021
_diffrn_reflns_theta_min 3.270
_diffrn_ambient_temperature 298.15
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type Sapphire3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -28.00 48.00 1.00 14.34 -- -16.52 57.00 -30.00 76
2 \w -25.00 1.00 1.00 14.34 -- -16.52 -99.00 0.00 26
3 \w -65.00 -38.00 1.00 14.34 -- -16.52-178.00 -30.00 27
4 \w -79.00 -4.00 1.00 14.34 -- -16.52 -57.00-150.00 75
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Sapphire3'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 -0.0479032000
_diffrn_orient_matrix_UB_12 -0.0202678000
_diffrn_orient_matrix_UB_13 -0.0482640000
_diffrn_orient_matrix_UB_21 -0.0253957000
_diffrn_orient_matrix_UB_22 -0.0109993000
_diffrn_orient_matrix_UB_23 0.0660483000
_diffrn_orient_matrix_UB_31 -0.0202904000
_diffrn_orient_matrix_UB_32 0.0617817000
_diffrn_orient_matrix_UB_33 -0.0041380000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 1094
_reflns_number_total 1388
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 > 2\s(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 0.324
_refine_diff_density_min -0.229
_refine_diff_density_rms 0.037
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.066
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 95
_refine_ls_number_reflns 1388
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0601
_refine_ls_R_factor_gt 0.0463
_refine_ls_restrained_S_all 1.066
_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/[\s^2^(Fo^2^)+(0.0588P)^2^+0.1668P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1125
_refine_ls_wR_factor_ref 0.1199
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All N(H) groups
At 1.5 times of:
All O(H) groups
2. Others
Fixed Sof: H1(0.4) H2A(0.1)
3.a Aromatic/amide H refined with riding coordinates:
N1(H1), N2(H2A), C3(H3), C4(H4), C5(H5), C6(H6)
3.b Idealised tetrahedral OH refined as rotating group:
O2(H2)
;
_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
O1 O 0.92159(10) 0.64953(10) 0.13068(13) 0.0544(4) Uani 1 1 d . . . . .
O2 O 0.85568(11) 0.61185(9) 0.39845(13) 0.0549(4) Uani 1 1 d . . . . .
H2 H 0.8763 0.6032 0.3144 0.082 Uiso 1 1 calc GR . . . .
N1 N 0.69879(13) 0.5000 0.88153(18) 0.0374(4) Uani 1 2 d S T P . .
H1 H 0.6707 0.5000 0.9654 0.045 Uiso 0.8 2 calc RS T P A 1
N2 N 0.60133(14) 0.5000 1.14324(19) 0.0404(4) Uani 1 2 d S T P . .
H2A H 0.6273 0.5000 1.0577 0.049 Uiso 0.2 2 calc RS T P B 2
C7 C 0.52150(15) 0.5000 1.4247(2) 0.0314(4) Uani 1 2 d S T P . .
C1 C 0.96487(11) 0.56750(12) 0.05947(15) 0.0341(3) Uani 1 1 d . . . . .
C2 C 0.79038(15) 0.5000 0.6160(2) 0.0327(4) Uani 1 2 d S T P . .
C3 C 0.76578(13) 0.60972(13) 0.68537(16) 0.0389(4) Uani 1 1 d . . . . .
H3 H 0.7804 0.6854 0.6415 0.047 Uiso 1 1 calc R . . . .
C4 C 0.71994(13) 0.60770(14) 0.81848(17) 0.0411(4) Uani 1 1 d . . . . .
H4 H 0.7037 0.6819 0.8645 0.049 Uiso 1 1 calc R . . . .
C5 C 0.58037(14) 0.60530(15) 1.21219(17) 0.0457(4) Uani 1 1 d . . . . .
H5 H 0.5926 0.6800 1.1643 0.055 Uiso 1 1 calc R . . . .
C6 C 0.54150(13) 0.60910(14) 1.35109(16) 0.0427(4) Uani 1 1 d . . . . .
H6 H 0.5287 0.6852 1.3954 0.051 Uiso 1 1 calc R . . . .
B1 B 0.83885(18) 0.5000 0.4575(3) 0.0357(5) Uani 1 2 d S T P . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0883(9) 0.0308(6) 0.0546(7) -0.0001(5) 0.0443(6) 0.0079(6)
O2 0.0872(9) 0.0388(7) 0.0480(7) 0.0012(5) 0.0404(7) 0.0006(6)
N1 0.0404(9) 0.0448(10) 0.0294(8) 0.000 0.0134(7) 0.000
N2 0.0443(10) 0.0479(11) 0.0312(8) 0.000 0.0126(8) 0.000
C7 0.0312(9) 0.0365(11) 0.0271(9) 0.000 0.0066(8) 0.000
C1 0.0457(8) 0.0276(7) 0.0317(7) 0.0007(6) 0.0147(6) 0.0015(6)
C2 0.0347(10) 0.0351(11) 0.0293(9) 0.000 0.0082(8) 0.000
C3 0.0521(9) 0.0304(7) 0.0372(8) 0.0012(6) 0.0162(7) -0.0033(6)
C4 0.0524(9) 0.0362(8) 0.0367(7) -0.0051(7) 0.0139(7) 0.0022(7)
C5 0.0612(10) 0.0407(9) 0.0391(8) 0.0029(7) 0.0197(7) -0.0061(8)
C6 0.0582(10) 0.0356(8) 0.0381(8) -0.0026(6) 0.0195(7) -0.0032(7)
B1 0.0387(12) 0.0378(13) 0.0325(11) 0.000 0.0118(10) 0.000
_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 1.2483(16) . ?
O2 B1 1.3393(13) . ?
N1 C4 1.3274(16) . ?
N1 C4 1.3273(16) 6_565 ?
N2 C5 1.3284(17) . ?
N2 C5 1.3285(17) 6_565 ?
C7 C7 1.497(3) 5_668 ?
C7 C6 1.3802(17) 6_565 ?
C7 C6 1.3802(17) . ?
C1 C1 1.453(3) 6_565 ?
C1 C1 1.456(3) 2_755 ?
C2 C3 1.3833(16) . ?
C2 C3 1.3833(16) 6_565 ?
C2 B1 1.594(3) . ?
C3 C4 1.3729(19) . ?
C5 C6 1.376(2) . ?
B1 O2 1.3393(13) 6_565 ?
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
C4 N1 C4 121.71(17) 6_565 . ?
C5 N2 C5 117.13(16) . 6_565 ?
C6 C7 C7 121.69(8) 6_565 5_668 ?
C6 C7 C7 121.69(8) . 5_668 ?
C6 C7 C6 116.61(17) . 6_565 ?
O1 C1 C1 134.98(7) . 2_755 ?
O1 C1 C1 135.02(7) . 6_565 ?
C1 C1 C1 90.000(1) 6_565 2_755 ?
C3 C2 C3 117.24(17) 6_565 . ?
C3 C2 B1 121.33(8) 6_565 . ?
C3 C2 B1 121.33(8) . . ?
C4 C3 C2 120.47(13) . . ?
N1 C4 C3 120.05(14) . . ?
N2 C5 C6 123.13(14) . . ?
C5 C6 C7 119.99(14) . . ?
O2 B1 O2 128.04(18) 6_565 . ?
O2 B1 C2 115.97(9) 6_565 . ?
O2 B1 C2 115.97(9) . . ?
_shelx_res_file
;
4pyba-squaric_44'bipy_blocco_r1.res created by SHELXL-2014/7
TITL 4pyba-squaric_44'bipy_blocco_r1_a.res in C2/m
REM Old TITL 4pyba-squaric_44'bipy_blocco_r1 in C2/m
REM SHELXT solution in C2/m
REM R1 0.205, Rweak 0.014, Alpha 0.060, Orientation as input
REM Formula found by SHELXT: C13 N2 O4
CELL 0.71073 12.3874 10.7643 8.761 90 98.765 90
ZERR 2 0.0006 0.0004 0.0004 0 0.005 0
LATT 7
SYMM -X,+Y,-Z
SFAC C H B N O
UNIT 48 44 4 8 16
L.S. 10
PLAN 20
SIZE 0.2 0.1 0.1
TEMP 25
list 4
fmap 2 53
acta
REM
REM
REM
WGHT 0.058800 0.166800
FVAR 0.76122
O1 5 0.921589 0.649534 0.130680 11.00000 0.08835 0.03080 =
0.05457 -0.00014 0.04434 0.00793
O2 5 0.855677 0.611846 0.398452 11.00000 0.08722 0.03876 =
0.04800 0.00123 0.04040 0.00063
AFIX 147
H2 2 0.876254 0.603246 0.314445 11.00000 -1.50000
AFIX 0
N1 4 0.698794 0.500000 0.881532 10.50000 0.04042 0.04484 =
0.02942 0.00000 0.01337 0.00000
PART 1
AFIX 43
H1 2 0.670656 0.500000 0.965412 10.40000 -1.20000
AFIX 0
PART 0
N2 4 0.601327 0.500000 1.143243 10.50000 0.04427 0.04794 =
0.03119 0.00000 0.01256 0.00000
PART 2
AFIX 43
H2A 2 0.627337 0.500000 1.057662 10.10000 -1.20000
AFIX 0
PART 0
C7 1 0.521498 0.500000 1.424680 10.50000 0.03124 0.03648 =
0.02707 0.00000 0.00665 0.00000
C1 1 0.964871 0.567501 0.059470 11.00000 0.04566 0.02765 =
0.03167 0.00071 0.01467 0.00146
C2 1 0.790382 0.500000 0.615988 10.50000 0.03471 0.03512 =
0.02927 0.00000 0.00820 0.00000
C3 1 0.765785 0.609718 0.685372 11.00000 0.05215 0.03037 =
0.03723 0.00118 0.01619 -0.00331
AFIX 43
H3 2 0.780407 0.685384 0.641533 11.00000 -1.20000
AFIX 0
C4 1 0.719944 0.607703 0.818483 11.00000 0.05245 0.03620 =
0.03671 -0.00507 0.01386 0.00216
AFIX 43
H4 2 0.703696 0.681850 0.864513 11.00000 -1.20000
AFIX 0
C5 1 0.580375 0.605300 1.212189 11.00000 0.06117 0.04072 =
0.03912 0.00287 0.01972 -0.00613
AFIX 43
H5 2 0.592565 0.680006 1.164289 11.00000 -1.20000
AFIX 0
C6 1 0.541499 0.609098 1.351089 11.00000 0.05820 0.03561 =
0.03812 -0.00264 0.01946 -0.00318
AFIX 43
H6 2 0.528700 0.685165 1.395380 11.00000 -1.20000
AFIX 0
B1 3 0.838851 0.500000 0.457529 10.50000 0.03866 0.03781 =
0.03248 0.00000 0.01182 0.00000
HKLF 4
REM 4pyba-squaric_44'bipy_blocco_r1_a.res in C2/m
REM R1 = 0.0463 for 1094 Fo > 4sig(Fo) and 0.0601 for all 1388 data
REM 95 parameters refined using 0 restraints
END
WGHT 0.0588 0.1668
REM Highest difference peak 0.324, deepest hole -0.229, 1-sigma level 0.037
Q1 1 0.5000 0.5000 1.5000 10.25000 0.05 0.32
Q2 1 0.8200 0.5000 0.5432 10.50000 0.05 0.31
Q3 1 1.0000 0.5863 0.0000 10.50000 0.05 0.21
Q4 1 0.5018 0.5546 1.3720 11.00000 0.05 0.20
Q5 1 0.9847 0.5000 0.0936 10.50000 0.05 0.17
Q6 1 0.9919 0.6392 0.1841 11.00000 0.05 0.16
Q7 1 0.9176 0.5764 0.4445 11.00000 0.05 0.15
Q8 1 0.7355 0.6041 0.7454 11.00000 0.05 0.14
Q9 1 0.7470 0.4528 0.6235 11.00000 0.05 0.14
Q10 1 0.5749 0.5553 1.4181 11.00000 0.05 0.14
Q11 1 0.5827 0.6036 1.3004 11.00000 0.05 0.13
Q12 1 0.4797 0.6858 1.3570 11.00000 0.05 0.13
Q13 1 0.9019 0.6180 0.3360 11.00000 0.05 0.13
Q14 1 0.7349 0.6981 0.6202 11.00000 0.05 0.12
Q15 1 0.7006 0.5000 1.1951 10.50000 0.05 0.12
Q16 1 0.5210 0.5996 1.2642 11.00000 0.05 0.12
Q17 1 0.7995 0.5476 0.6620 11.00000 0.05 0.12
Q18 1 0.6043 0.5000 1.0330 10.50000 0.05 0.11
Q19 1 0.8143 0.5783 0.3657 11.00000 0.05 0.11
Q20 1 0.5594 0.6640 1.1084 11.00000 0.05 0.11
;
_shelx_res_checksum 21838
_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 1.052
_oxdiff_exptl_absorpt_empirical_full_min 0.961
#######################################################################
#
# 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_1c
_database_code_depnum_ccdc_archive 'CCDC 1900257'
loop_
_audit_author_name
_audit_author_address
"simone d'agostino"
;university of bologna
Italy
;
_audit_update_record
;
2019-02-28 deposited with the CCDC. 2019-04-15 downloaded from the CCDC.
;
_audit_creation_date 2019-02-26
_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_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C4 O4, 2(H2 O), 2(C11 H11 B N O2)'
_chemical_formula_sum 'C26 H26 B2 N2 O10'
_chemical_formula_weight 548.11
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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 3.9208(4)
_cell_length_b 10.4450(9)
_cell_length_c 29.717(3)
_cell_angle_alpha 90
_cell_angle_beta 90.340(9)
_cell_angle_gamma 90
_cell_volume 1216.97(19)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 1142
_cell_measurement_temperature 298.15
_cell_measurement_theta_max 27.9310
_cell_measurement_theta_min 3.9460
_shelx_estimated_absorpt_T_max 0.997
_shelx_estimated_absorpt_T_min 0.978
_exptl_absorpt_coefficient_mu 0.114
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.56446
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour yellow
_exptl_crystal_colour_primary yellow
_exptl_crystal_density_diffrn 1.496
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description plate
_exptl_crystal_F_000 572
_exptl_crystal_size_max 0.2
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.03
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0287
_diffrn_reflns_av_unetI/netI 0.0476
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.820
_diffrn_reflns_limit_h_max 5
_diffrn_reflns_limit_h_min -4
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 40
_diffrn_reflns_limit_l_min -37
_diffrn_reflns_number 4924
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.820
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.177
_diffrn_reflns_theta_min 3.365
_diffrn_ambient_temperature 298.15
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.820
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -15.00 24.00 0.50 5.83 -- -16.67 -99.00-150.00 78
2 \w -82.00 -11.00 0.50 5.83 -- -16.67 -77.00 60.00 142
3 \w -45.00 41.00 0.50 5.83 -- -16.67 77.00 -30.00 172
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Sapphire3'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 0.0333519000
_diffrn_orient_matrix_UB_12 0.0178118000
_diffrn_orient_matrix_UB_13 0.0226215000
_diffrn_orient_matrix_UB_21 -0.1776939000
_diffrn_orient_matrix_UB_22 0.0010852000
_diffrn_orient_matrix_UB_23 0.0043117000
_diffrn_orient_matrix_UB_31 0.0060425000
_diffrn_orient_matrix_UB_32 -0.0655498000
_diffrn_orient_matrix_UB_33 0.0062479000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 1739
_reflns_number_total 2712
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 > 2\s(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 0.262
_refine_diff_density_min -0.269
_refine_diff_density_rms 0.058
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.014
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 186
_refine_ls_number_reflns 2712
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0895
_refine_ls_R_factor_gt 0.0574
_refine_ls_restrained_S_all 1.014
_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/[\s^2^(Fo^2^)+(0.0778P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1387
_refine_ls_wR_factor_ref 0.1677
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All N(H) groups
At 1.5 times of:
All O(H) groups, All O(H,H) groups
2.a Free rotating group:
O5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
N1(H1), C5(H5), C8(H8), C7(H7), C4(H4A), C10(H10), C13(H13), C11(H11), C12(H12)
2.c Idealised tetrahedral OH refined as rotating group:
O4(H4), O3(H3)
;
_atom_sites_solution_hydrogens mixed
_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
O1 O 0.8343(4) 0.65471(13) 0.45022(5) 0.0472(4) Uani 1 1 d . . . . .
O2 O 1.2271(4) 0.65376(13) 0.54596(5) 0.0458(4) Uani 1 1 d . . . . .
O5 O 0.5351(4) 0.85326(14) 0.49876(5) 0.0510(5) Uani 1 1 d . . . . .
H5A H 0.642679 0.804313 0.480951 0.076 Uiso 1 1 d G . . . .
H5B H 0.411940 0.802968 0.514221 0.076 Uiso 1 1 d G . . . .
O4 O 0.4979(5) 0.38596(14) 0.37087(5) 0.0555(5) Uani 1 1 d . . . . .
H4 H 0.565817 0.396384 0.396764 0.083 Uiso 1 1 calc GR . . . .
O3 O 0.6114(5) 0.61189(14) 0.36583(5) 0.0545(5) Uani 1 1 d . . . . .
H3 H 0.678006 0.601400 0.391781 0.082 Uiso 1 1 calc GR . . . .
N1 N -0.2155(5) 0.48876(16) 0.07396(6) 0.0455(5) Uani 1 1 d . . . . .
H1 H -0.295744 0.487619 0.046969 0.055 Uiso 1 1 calc R . . . .
C6 C 0.1536(5) 0.49542(16) 0.20779(6) 0.0313(4) Uani 1 1 d . . . . .
C3 C 0.3667(5) 0.49948(17) 0.29872(7) 0.0337(5) Uani 1 1 d . . . . .
C5 C 0.3355(5) 0.59847(18) 0.22514(6) 0.0354(5) Uani 1 1 d . . . . .
H5 H 0.388612 0.667100 0.206522 0.043 Uiso 1 1 calc R . . . .
C9 C 0.0333(5) 0.49312(17) 0.16048(6) 0.0324(5) Uani 1 1 d . . . . .
C8 C 0.1852(5) 0.39784(19) 0.28092(6) 0.0369(5) Uani 1 1 d . . . . .
H8 H 0.133863 0.328785 0.299444 0.044 Uiso 1 1 calc R . . . .
C7 C 0.0777(5) 0.39515(18) 0.23673(6) 0.0356(5) Uani 1 1 d . . . . .
H7 H -0.047071 0.325508 0.226164 0.043 Uiso 1 1 calc R . . . .
C4 C 0.4383(5) 0.60051(19) 0.26951(6) 0.0363(5) Uani 1 1 d . . . . .
H4A H 0.558530 0.670977 0.280291 0.044 Uiso 1 1 calc R . . . .
C1 C 0.9249(5) 0.56926(19) 0.47758(6) 0.0370(5) Uani 1 1 d . . . . .
C2 C 1.1007(5) 0.56966(19) 0.52081(6) 0.0365(5) Uani 1 1 d . . . . .
C10 C 0.0209(5) 0.6028(2) 0.13405(7) 0.0428(5) Uani 1 1 d . . . . .
H10 H 0.100408 0.679866 0.145731 0.051 Uiso 1 1 calc R . . . .
C13 C -0.0802(6) 0.3802(2) 0.14034(7) 0.0447(5) Uani 1 1 d . . . . .
H13 H -0.071500 0.303827 0.156421 0.054 Uiso 1 1 calc R . . . .
C11 C -0.1062(6) 0.5991(2) 0.09126(7) 0.0479(6) Uani 1 1 d . . . . .
H11 H -0.116497 0.673640 0.074170 0.058 Uiso 1 1 calc R . . . .
C12 C -0.2038(6) 0.3803(2) 0.09735(7) 0.0477(6) Uani 1 1 d . . . . .
H12 H -0.279938 0.304398 0.084371 0.057 Uiso 1 1 calc R . . . .
B1 B 0.5011(6) 0.4992(2) 0.34890(8) 0.0370(6) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0753(10) 0.0293(8) 0.0368(8) 0.0033(6) -0.0129(7) 0.0026(7)
O2 0.0710(10) 0.0284(8) 0.0378(8) -0.0036(6) -0.0132(7) -0.0028(7)
O5 0.0831(12) 0.0273(9) 0.0423(9) -0.0001(6) -0.0099(8) 0.0020(8)
O4 0.0890(12) 0.0370(9) 0.0402(9) 0.0050(7) -0.0199(8) -0.0080(8)
O3 0.0890(12) 0.0340(9) 0.0403(9) -0.0009(7) -0.0206(8) -0.0049(8)
N1 0.0522(11) 0.0524(13) 0.0319(9) -0.0012(8) -0.0072(8) 0.0013(9)
C6 0.0369(10) 0.0243(10) 0.0326(9) -0.0017(8) -0.0035(8) 0.0047(8)
C3 0.0368(10) 0.0289(11) 0.0352(10) -0.0021(8) -0.0038(8) 0.0071(8)
C5 0.0423(10) 0.0264(11) 0.0376(11) 0.0009(8) -0.0008(8) -0.0009(9)
C9 0.0350(10) 0.0278(11) 0.0344(10) -0.0035(8) 0.0000(8) 0.0040(8)
C8 0.0457(11) 0.0280(11) 0.0370(11) 0.0040(8) -0.0011(9) -0.0021(9)
C7 0.0406(10) 0.0259(11) 0.0403(11) -0.0011(8) -0.0047(8) -0.0019(9)
C4 0.0415(10) 0.0270(11) 0.0403(11) -0.0025(9) -0.0068(8) 0.0002(9)
C1 0.0524(12) 0.0265(11) 0.0321(10) -0.0020(8) -0.0054(9) 0.0028(9)
C2 0.0508(12) 0.0258(11) 0.0328(10) -0.0007(8) -0.0023(8) 0.0018(9)
C10 0.0580(13) 0.0328(12) 0.0374(11) 0.0019(9) -0.0053(9) -0.0069(10)
C13 0.0650(13) 0.0299(12) 0.0390(12) -0.0017(9) -0.0099(10) 0.0067(11)
C11 0.0639(14) 0.0423(14) 0.0375(12) 0.0062(10) -0.0031(10) -0.0058(11)
C12 0.0622(14) 0.0360(13) 0.0448(12) -0.0085(10) -0.0089(10) 0.0002(11)
B1 0.0418(13) 0.0320(13) 0.0371(12) -0.0021(10) -0.0064(10) 0.0037(10)
_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 1.257(2) . ?
O2 C2 1.254(2) . ?
O4 B1 1.351(2) . ?
O3 B1 1.350(2) . ?
N1 C11 1.332(3) . ?
N1 C12 1.330(2) . ?
C6 C5 1.389(2) . ?
C6 C9 1.480(3) . ?
C6 C7 1.389(2) . ?
C3 C8 1.382(2) . ?
C3 C4 1.396(3) . ?
C3 B1 1.579(3) . ?
C5 C4 1.376(3) . ?
C9 C10 1.390(3) . ?
C9 C13 1.395(3) . ?
C8 C7 1.377(3) . ?
C1 C2 1.454(3) . ?
C1 C2 1.455(3) 3_766 ?
C10 C11 1.363(3) . ?
C13 C12 1.364(3) . ?
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 N1 C11 121.71(19) . . ?
C5 C6 C9 121.69(17) . . ?
C7 C6 C5 117.78(18) . . ?
C7 C6 C9 120.50(17) . . ?
C8 C3 C4 116.61(18) . . ?
C8 C3 B1 121.89(17) . . ?
C4 C3 B1 121.45(17) . . ?
C4 C5 C6 120.97(18) . . ?
C10 C9 C6 122.24(17) . . ?
C10 C9 C13 116.40(19) . . ?
C13 C9 C6 121.36(17) . . ?
C7 C8 C3 122.33(18) . . ?
C8 C7 C6 120.64(18) . . ?
C5 C4 C3 121.68(18) . . ?
O1 C1 C2 134.42(19) . . ?
O1 C1 C2 135.22(19) . 3_766 ?
C2 C1 C2 90.36(16) . 3_766 ?
O2 C2 C1 135.41(19) . . ?
O2 C2 C1 134.93(19) . 3_766 ?
C1 C2 C1 89.64(16) . 3_766 ?
C11 C10 C9 121.0(2) . . ?
C12 C13 C9 120.8(2) . . ?
N1 C11 C10 119.9(2) . . ?
N1 C12 C13 120.1(2) . . ?
O4 B1 C3 117.02(18) . . ?
O3 B1 O4 125.95(19) . . ?
O3 B1 C3 117.03(18) . . ?
_shelx_res_file
;
TITL 4pyphba_squaric_44'bipy_r1_a.res in P2(1)/c
4pyphba_squaric_44'bipy_r1.res
created by SHELXL-2016/6 at 15:33:21 on 17-Sep-2018
REM Old TITL 4pyPHBA_squaric_44'bipy_r1 in P21/c #14
REM SHELXT solution in P2(1)/c
REM R1 0.220, Rweak 0.161, Alpha 0.023, Orientation as input
REM Formula found by SHELXT: C14 N3 O3
CELL 0.71073 3.9208 10.445 29.717 90 90.34 90
ZERR 2 0.0004 0.0009 0.0026 0 0.009 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H B N O
UNIT 52 52 4 4 20
L.S. 10
PLAN 20
SIZE 0.2 0.2 0.03
TEMP 25
list 4
fmap 2 53
acta
REM
REM
REM
WGHT 0.077800
FVAR 0.39274
O1 5 0.834323 0.654709 0.450224 11.00000 0.07535 0.02929 =
0.03679 0.00333 -0.01291 0.00262
O2 5 1.227102 0.653761 0.545957 11.00000 0.07104 0.02840 =
0.03779 -0.00360 -0.01324 -0.00277
AFIX 6
O5 5 0.535089 0.853261 0.498762 11.00000 0.08310 0.02734 =
0.04234 -0.00012 -0.00991 0.00200
H5A 2 0.642679 0.804313 0.480951 11.00000 -1.50000
H5B 2 0.411940 0.802968 0.514221 11.00000 -1.50000
AFIX 0
O4 5 0.497933 0.385960 0.370870 11.00000 0.08901 0.03699 =
0.04016 0.00501 -0.01993 -0.00800
AFIX 147
H4 2 0.565817 0.396384 0.396764 11.00000 -1.50000
AFIX 0
O3 5 0.611371 0.611890 0.365834 11.00000 0.08897 0.03404 =
0.04032 -0.00088 -0.02060 -0.00494
AFIX 147
H3 2 0.678006 0.601400 0.391781 11.00000 -1.50000
AFIX 0
N1 4 -0.215497 0.488760 0.073962 11.00000 0.05224 0.05242 =
0.03186 -0.00117 -0.00723 0.00131
AFIX 43
H1 2 -0.295744 0.487619 0.046969 11.00000 -1.20000
AFIX 0
C6 1 0.153639 0.495418 0.207786 11.00000 0.03688 0.02427 =
0.03261 -0.00167 -0.00349 0.00475
C3 1 0.366720 0.499484 0.298720 11.00000 0.03682 0.02890 =
0.03522 -0.00207 -0.00377 0.00714
C5 1 0.335508 0.598466 0.225145 11.00000 0.04235 0.02640 =
0.03758 0.00085 -0.00075 -0.00089
AFIX 43
H5 2 0.388612 0.667100 0.206522 11.00000 -1.20000
AFIX 0
C9 1 0.033335 0.493118 0.160483 11.00000 0.03503 0.02784 =
0.03443 -0.00347 -0.00001 0.00396
C8 1 0.185221 0.397835 0.280925 11.00000 0.04572 0.02796 =
0.03703 0.00401 -0.00113 -0.00212
AFIX 43
H8 2 0.133863 0.328785 0.299444 11.00000 -1.20000
AFIX 0
C7 1 0.077651 0.395146 0.236726 11.00000 0.04056 0.02587 =
0.04028 -0.00111 -0.00465 -0.00191
AFIX 43
H7 2 -0.047071 0.325508 0.226164 11.00000 -1.20000
AFIX 0
C4 1 0.438313 0.600506 0.269505 11.00000 0.04150 0.02697 =
0.04026 -0.00253 -0.00683 0.00020
AFIX 43
H4A 2 0.558530 0.670977 0.280291 11.00000 -1.20000
AFIX 0
C1 1 0.924859 0.569261 0.477584 11.00000 0.05235 0.02649 =
0.03209 -0.00204 -0.00536 0.00277
C2 1 1.100684 0.569656 0.520814 11.00000 0.05081 0.02583 =
0.03282 -0.00074 -0.00226 0.00177
C10 1 0.020852 0.602773 0.134050 11.00000 0.05799 0.03280 =
0.03742 0.00186 -0.00525 -0.00692
AFIX 43
H10 2 0.100408 0.679866 0.145731 11.00000 -1.20000
AFIX 0
C13 1 -0.080190 0.380152 0.140340 11.00000 0.06502 0.02989 =
0.03904 -0.00166 -0.00989 0.00670
AFIX 43
H13 2 -0.071500 0.303827 0.156421 11.00000 -1.20000
AFIX 0
C11 1 -0.106177 0.599139 0.091262 11.00000 0.06394 0.04228 =
0.03755 0.00619 -0.00308 -0.00584
AFIX 43
H11 2 -0.116497 0.673640 0.074170 11.00000 -1.20000
AFIX 0
C12 1 -0.203755 0.380281 0.097353 11.00000 0.06225 0.03600 =
0.04483 -0.00845 -0.00894 0.00019
AFIX 43
H12 2 -0.279938 0.304398 0.084371 11.00000 -1.20000
AFIX 0
B1 3 0.501140 0.499175 0.348904 11.00000 0.04178 0.03196 =
0.03706 -0.00209 -0.00643 0.00373
HKLF 4
REM 4pyphba_squaric_44'bipy_r1_a.res in P2(1)/c
REM R1 = 0.0574 for 1739 Fo > 4sig(Fo) and 0.0895 for all 2712 data
REM 186 parameters refined using 0 restraints
END
WGHT 0.0778 0.0000
REM Highest difference peak 0.262, deepest hole -0.269, 1-sigma level 0.058
Q1 1 0.4772 0.4877 0.3191 11.00000 0.05 0.26
Q2 1 0.6521 0.3611 0.4170 11.00000 0.05 0.23
Q3 1 0.9675 0.5917 0.4967 11.00000 0.05 0.22
Q4 1 0.7068 0.6205 0.4044 11.00000 0.05 0.21
Q5 1 0.3839 0.8443 0.4559 11.00000 0.05 0.20
Q6 1 -0.1966 0.3640 0.2240 11.00000 0.05 0.19
Q7 1 0.1285 0.4951 0.1906 11.00000 0.05 0.19
Q8 1 0.7198 0.6430 0.2802 11.00000 0.05 0.18
Q9 1 0.7607 0.4021 0.4195 11.00000 0.05 0.18
Q10 1 0.1378 0.5536 0.2201 11.00000 0.05 0.18
Q11 1 1.0030 0.6358 0.4565 11.00000 0.05 0.18
Q12 1 0.0395 0.4933 0.3134 11.00000 0.05 0.17
Q13 1 0.8007 0.5831 0.4195 11.00000 0.05 0.16
Q14 1 0.6774 0.6564 0.4184 11.00000 0.05 0.16
Q15 1 1.4380 0.6534 0.5654 11.00000 0.05 0.16
Q16 1 0.3516 0.6227 0.1412 11.00000 0.05 0.16
Q17 1 1.5766 0.6354 0.5378 11.00000 0.05 0.16
Q18 1 -0.2582 0.3986 0.2379 11.00000 0.05 0.16
Q19 1 -0.0974 0.3445 0.3407 11.00000 0.05 0.15
Q20 1 -0.3526 0.6374 0.0435 11.00000 0.05 0.15
;
_shelx_res_checksum 71074
_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 1.415
_oxdiff_exptl_absorpt_empirical_full_min 0.673
#######################################################################
#
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 1900256'
loop_
_audit_author_name
_audit_author_address
"simone d'agostino"
;university of bologna
Italy
;
_audit_update_record
;
2019-02-28 deposited with the CCDC. 2019-04-15 downloaded from the CCDC.
;
_audit_creation_date 2019-02-26
_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_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C4 O4, 2(C5 H7 B N O2), H2 O'
_chemical_formula_sum 'C14 H16 B2 N2 O9'
_chemical_formula_weight 377.91
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_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 10.5211(5)
_cell_length_b 21.0309(9)
_cell_length_c 7.6551(4)
_cell_angle_alpha 90
_cell_angle_beta 99.368(5)
_cell_angle_gamma 90
_cell_volume 1671.24(14)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 1687
_cell_measurement_temperature 298.15
_cell_measurement_theta_max 27.9040
_cell_measurement_theta_min 3.6240
_shelx_estimated_absorpt_T_max 0.994
_shelx_estimated_absorpt_T_min 0.976
_exptl_absorpt_coefficient_mu 0.123
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.87891
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'light pink'
_exptl_crystal_colour_modifier ?
_exptl_crystal_colour_primary ?
_exptl_crystal_density_diffrn 1.502
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description irregular
_exptl_crystal_F_000 784
_exptl_crystal_size_max 0.2
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.05
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0270
_diffrn_reflns_av_unetI/netI 0.0549
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.822
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_h_min -6
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -28
_diffrn_reflns_limit_l_max 9
_diffrn_reflns_limit_l_min -9
_diffrn_reflns_number 6685
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.822
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.221
_diffrn_reflns_theta_min 3.216
_diffrn_ambient_temperature 298.15
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_detector_type Sapphire3
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.822
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -10.00 23.00 1.00 44.92 -- -16.52 -99.00 -30.00 33
2 \w -84.00 0.00 1.00 44.92 -- -16.52 -57.00 120.00 84
3 \w -68.00 -2.00 1.00 44.92 -- -16.52 -57.00 30.00 66
4 \w 35.00 61.00 1.00 44.92 -- 17.61 178.00 120.00 26
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Sapphire3'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 0.0365916000
_diffrn_orient_matrix_UB_12 -0.0047759000
_diffrn_orient_matrix_UB_13 -0.0690261000
_diffrn_orient_matrix_UB_21 -0.0571399000
_diffrn_orient_matrix_UB_22 -0.0079563000
_diffrn_orient_matrix_UB_23 -0.0586096000
_diffrn_orient_matrix_UB_31 -0.0085338000
_diffrn_orient_matrix_UB_32 0.0324136000
_diffrn_orient_matrix_UB_33 -0.0245968000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2338
_reflns_number_total 3735
_reflns_odcompleteness_completeness 97.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 > 2\s(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 0.220
_refine_diff_density_min -0.231
_refine_diff_density_rms 0.049
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.014
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 251
_refine_ls_number_reflns 3735
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0960
_refine_ls_R_factor_gt 0.0514
_refine_ls_restrained_S_all 1.014
_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/[\s^2^(Fo^2^)+(0.0565P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1082
_refine_ls_wR_factor_ref 0.1298
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All N(H) groups
At 1.5 times of:
All O(H) groups, All O(H,H) groups
2.a Free rotating group:
O9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
N1(H1), N2(H2), C11(H11), C9(H9), C6(H6A), C8(H8), C14(H14), C7(H7), C12(H12),
C13(H13)
2.c Idealised tetrahedral OH refined as rotating group:
O6(H6), O8(H8A), O5(H5), O7(H7A)
;
_atom_sites_solution_hydrogens mixed
_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
O1 O 0.47407(13) 0.30640(6) 0.58752(18) 0.0457(4) Uani 1 1 d . . . . .
O6 O 0.54580(14) 0.12847(6) 0.7043(2) 0.0462(4) Uani 1 1 d . . . . .
H6 H 0.495873 0.148433 0.630786 0.069 Uiso 1 1 calc GR . . . .
O3 O 0.11731(14) 0.24187(6) 0.20999(18) 0.0475(4) Uani 1 1 d . . . . .
O2 O 0.35818(14) 0.17068(6) 0.45162(19) 0.0481(4) Uani 1 1 d . . . . .
O4 O 0.22591(14) 0.37615(6) 0.36289(19) 0.0483(4) Uani 1 1 d . . . . .
O8 O 0.01259(15) 0.41983(7) 0.1683(2) 0.0530(4) Uani 1 1 d . . . . .
H8A H 0.073501 0.398585 0.217270 0.079 Uiso 1 1 calc GR . . . .
O9 O 0.27717(18) 0.07451(6) 0.2091(2) 0.0580(5) Uani 1 1 d . . . . .
H9A H 0.298626 0.106162 0.276574 0.087 Uiso 1 1 d G . . . .
H9B H 0.264730 0.090152 0.105333 0.087 Uiso 1 1 d G . . . .
O5 O 0.65144(15) 0.22973(7) 0.7536(2) 0.0570(5) Uani 1 1 d . . . . .
H5 H 0.587116 0.242458 0.687804 0.085 Uiso 1 1 calc GR . . . .
O7 O -0.05734(16) 0.32013(7) 0.0373(2) 0.0613(5) Uani 1 1 d . . . . .
H7A H 0.005174 0.306561 0.105112 0.092 Uiso 1 1 calc GR . . . .
N1 N 0.95744(16) 0.14578(8) 1.0948(2) 0.0420(4) Uani 1 1 d . . . . .
H1 H 1.019373 0.169943 1.142743 0.050 Uiso 1 1 calc R . . . .
N2 N -0.40245(16) 0.40277(8) -0.2129(2) 0.0435(5) Uani 1 1 d . . . . .
H2 H -0.459620 0.378565 -0.272507 0.052 Uiso 1 1 calc R . . . .
C10 C -0.19923(19) 0.41346(9) -0.0314(2) 0.0338(5) Uani 1 1 d . . . . .
C5 C 0.75610(19) 0.13546(9) 0.9087(2) 0.0349(5) Uani 1 1 d . . . . .
C3 C 0.21602(19) 0.25885(9) 0.3142(3) 0.0352(5) Uani 1 1 d . . . . .
C1 C 0.37573(19) 0.28886(9) 0.4837(3) 0.0359(5) Uani 1 1 d . . . . .
C2 C 0.3244(2) 0.22725(9) 0.4214(3) 0.0356(5) Uani 1 1 d . . . . .
C11 C -0.29343(19) 0.37692(9) -0.1290(3) 0.0366(5) Uani 1 1 d . . . . .
H11 H -0.280988 0.333292 -0.136756 0.044 Uiso 1 1 calc R . . . .
C4 C 0.26527(19) 0.32002(10) 0.3806(2) 0.0350(5) Uani 1 1 d . . . . .
C9 C 0.7645(2) 0.07081(9) 0.9407(3) 0.0388(5) Uani 1 1 d . . . . .
H9 H 0.699077 0.044250 0.886513 0.047 Uiso 1 1 calc R . . . .
C6 C 0.85681(19) 0.17196(9) 0.9905(3) 0.0398(5) Uani 1 1 d . . . . .
H6A H 0.854910 0.215733 0.972988 0.048 Uiso 1 1 calc R . . . .
C8 C 0.8682(2) 0.04490(10) 1.0517(3) 0.0426(5) Uani 1 1 d . . . . .
H8 H 0.871710 0.001450 1.074557 0.051 Uiso 1 1 calc R . . . .
C14 C -0.2235(2) 0.47797(9) -0.0257(3) 0.0438(5) Uani 1 1 d . . . . .
H14 H -0.162331 0.504398 0.038950 0.053 Uiso 1 1 calc R . . . .
C7 C 0.9650(2) 0.08380(10) 1.1269(3) 0.0425(5) Uani 1 1 d . . . . .
H7 H 1.036221 0.067046 1.200519 0.051 Uiso 1 1 calc R . . . .
C12 C -0.4251(2) 0.46487(11) -0.2070(3) 0.0515(6) Uani 1 1 d . . . . .
H12 H -0.501870 0.481549 -0.266863 0.062 Uiso 1 1 calc R . . . .
C13 C -0.3360(2) 0.50404(10) -0.1133(3) 0.0527(6) Uani 1 1 d . . . . .
H13 H -0.350847 0.547551 -0.108688 0.063 Uiso 1 1 calc R . . . .
B1 B 0.6409(2) 0.16723(11) 0.7799(3) 0.0382(6) Uani 1 1 d . . . . .
B2 B -0.0712(2) 0.38193(11) 0.0662(3) 0.0363(5) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0341(9) 0.0403(8) 0.0540(10) -0.0050(7) -0.0191(7) -0.0002(7)
O6 0.0376(9) 0.0386(8) 0.0547(10) -0.0024(6) -0.0150(7) -0.0001(7)
O3 0.0366(9) 0.0415(8) 0.0552(10) -0.0028(7) -0.0197(7) -0.0048(7)
O2 0.0478(10) 0.0337(8) 0.0540(9) -0.0026(6) -0.0185(7) 0.0018(7)
O4 0.0439(10) 0.0343(8) 0.0579(10) -0.0026(6) -0.0181(7) 0.0046(7)
O8 0.0383(9) 0.0414(8) 0.0695(11) -0.0049(8) -0.0201(7) 0.0028(7)
O9 0.0711(12) 0.0387(8) 0.0566(11) 0.0016(7) -0.0123(9) -0.0089(9)
O5 0.0463(10) 0.0373(8) 0.0743(12) 0.0071(7) -0.0293(8) -0.0016(8)
O7 0.0491(11) 0.0392(9) 0.0812(13) -0.0105(8) -0.0326(8) 0.0078(8)
N1 0.0327(10) 0.0423(10) 0.0451(11) -0.0032(8) -0.0110(8) -0.0021(8)
N2 0.0309(10) 0.0435(10) 0.0515(12) -0.0013(8) -0.0073(8) -0.0048(9)
C10 0.0284(11) 0.0350(11) 0.0359(11) -0.0021(8) -0.0010(8) -0.0019(9)
C5 0.0319(11) 0.0341(10) 0.0352(11) -0.0027(8) -0.0051(8) 0.0002(9)
C3 0.0296(12) 0.0368(11) 0.0359(11) -0.0018(9) -0.0043(9) -0.0012(9)
C1 0.0308(12) 0.0391(11) 0.0343(11) -0.0022(9) -0.0054(9) -0.0008(9)
C2 0.0327(12) 0.0361(11) 0.0346(11) -0.0038(9) -0.0050(8) -0.0022(10)
C11 0.0326(12) 0.0324(10) 0.0421(12) -0.0005(9) -0.0024(9) 0.0003(9)
C4 0.0293(11) 0.0372(11) 0.0352(11) -0.0013(8) -0.0048(8) -0.0020(9)
C9 0.0354(12) 0.0339(11) 0.0436(12) -0.0052(9) -0.0037(9) -0.0040(10)
C6 0.0373(12) 0.0290(10) 0.0480(13) 0.0008(9) -0.0083(9) 0.0000(9)
C8 0.0457(14) 0.0315(10) 0.0479(13) 0.0010(9) -0.0005(10) 0.0069(10)
C14 0.0374(13) 0.0377(12) 0.0528(14) -0.0096(10) -0.0029(10) -0.0022(10)
C7 0.0372(13) 0.0436(12) 0.0429(13) 0.0035(10) -0.0048(9) 0.0109(11)
C12 0.0361(14) 0.0513(14) 0.0623(16) 0.0028(12) -0.0067(11) 0.0110(11)
C13 0.0457(14) 0.0361(12) 0.0720(17) -0.0061(11) -0.0030(12) 0.0092(11)
B1 0.0326(14) 0.0366(13) 0.0414(14) -0.0036(10) -0.0059(10) 0.0011(11)
B2 0.0308(13) 0.0387(13) 0.0365(13) 0.0000(10) -0.0030(10) -0.0027(11)
_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 1.253(2) . ?
O6 B1 1.346(3) . ?
O3 C3 1.254(2) . ?
O2 C2 1.252(2) . ?
O4 C4 1.251(2) . ?
O8 B2 1.342(3) . ?
O5 B1 1.337(3) . ?
O7 B2 1.330(3) . ?
N1 C6 1.337(2) . ?
N1 C7 1.327(2) . ?
N2 C11 1.336(2) . ?
N2 C12 1.330(3) . ?
C10 C11 1.375(3) . ?
C10 C14 1.383(3) . ?
C10 B2 1.576(3) . ?
C5 C9 1.382(3) . ?
C5 C6 1.374(3) . ?
C5 B1 1.580(3) . ?
C3 C2 1.453(3) . ?
C3 C4 1.448(3) . ?
C1 C2 1.454(3) . ?
C1 C4 1.451(3) . ?
C9 C8 1.381(3) . ?
C8 C7 1.360(3) . ?
C14 C13 1.375(3) . ?
C12 C13 1.361(3) . ?
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
C7 N1 C6 122.25(17) . . ?
C12 N2 C11 121.87(18) . . ?
C11 C10 C14 116.42(18) . . ?
C11 C10 B2 120.48(17) . . ?
C14 C10 B2 123.10(17) . . ?
C9 C5 B1 123.16(18) . . ?
C6 C5 C9 116.53(18) . . ?
C6 C5 B1 120.27(17) . . ?
O3 C3 C2 136.18(18) . . ?
O3 C3 C4 133.49(18) . . ?
C4 C3 C2 90.31(15) . . ?
O1 C1 C2 134.01(19) . . ?
O1 C1 C4 135.86(18) . . ?
C4 C1 C2 90.11(15) . . ?
O2 C2 C3 135.41(18) . . ?
O2 C2 C1 134.97(18) . . ?
C3 C2 C1 89.60(15) . . ?
N2 C11 C10 121.37(18) . . ?
O4 C4 C3 135.02(18) . . ?
O4 C4 C1 134.97(17) . . ?
C3 C4 C1 89.93(15) . . ?
C8 C9 C5 121.24(19) . . ?
N1 C6 C5 121.27(18) . . ?
C7 C8 C9 119.06(19) . . ?
C13 C14 C10 121.64(19) . . ?
N1 C7 C8 119.62(18) . . ?
N2 C12 C13 120.03(19) . . ?
C12 C13 C14 118.7(2) . . ?
O6 B1 C5 116.94(18) . . ?
O5 B1 O6 127.18(19) . . ?
O5 B1 C5 115.84(18) . . ?
O8 B2 C10 117.14(18) . . ?
O7 B2 O8 126.7(2) . . ?
O7 B2 C10 116.16(18) . . ?
_shelx_res_file
;
TITL 3pyba_squaric_22'bipy_r1_a.res in P2(1)/c
3pyba_squaric_22'bipy_r1.res
created by SHELXL-2016/6 at 11:26:50 on 15-Jan-2019
REM Old TITL 3pyba_squaric_22'bipy_r1 in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.220, Rweak 0.059, Alpha 0.024, Orientation as input
REM Formula found by SHELXT: C16 N4 O7
CELL 0.71073 10.5211 21.0309 7.6551 90 99.368 90
ZERR 4 0.0005 0.0009 0.0004 0 0.005 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H B N O
UNIT 56 64 8 8 36
L.S. 10
PLAN 20
SIZE 0.2 0.2 0.05
TEMP 25
list 4
fmap 2 53
acta
REM
REM
REM
WGHT 0.056500
FVAR 0.34727
O1 5 0.474067 0.306402 0.587523 11.00000 0.03410 0.04025 =
0.05398 -0.00501 -0.01906 -0.00022
O6 5 0.545803 0.128467 0.704255 11.00000 0.03764 0.03860 =
0.05471 -0.00241 -0.01505 -0.00009
AFIX 147
H6 2 0.495873 0.148433 0.630786 11.00000 -1.50000
AFIX 0
O3 5 0.117310 0.241874 0.209986 11.00000 0.03659 0.04150 =
0.05522 -0.00283 -0.01968 -0.00477
O2 5 0.358183 0.170680 0.451615 11.00000 0.04777 0.03366 =
0.05401 -0.00258 -0.01852 0.00185
O4 5 0.225908 0.376152 0.362891 11.00000 0.04394 0.03435 =
0.05792 -0.00259 -0.01806 0.00462
O8 5 0.012588 0.419825 0.168347 11.00000 0.03831 0.04140 =
0.06954 -0.00486 -0.02013 0.00281
AFIX 147
H8A 2 0.073501 0.398585 0.217270 11.00000 -1.50000
AFIX 6
O9 5 0.277172 0.074512 0.209092 11.00000 0.07114 0.03868 =
0.05662 0.00157 -0.01229 -0.00894
H9A 2 0.298626 0.106162 0.276574 11.00000 -1.50000
H9B 2 0.264730 0.090152 0.105333 11.00000 -1.50000
AFIX 0
O5 5 0.651435 0.229728 0.753610 11.00000 0.04635 0.03725 =
0.07429 0.00708 -0.02934 -0.00161
AFIX 147
H5 2 0.587116 0.242458 0.687804 11.00000 -1.50000
AFIX 0
O7 5 -0.057343 0.320130 0.037296 11.00000 0.04910 0.03924 =
0.08121 -0.01047 -0.03259 0.00781
AFIX 147
H7A 2 0.005174 0.306561 0.105112 11.00000 -1.50000
AFIX 0
N1 4 0.957437 0.145781 1.094820 11.00000 0.03273 0.04234 =
0.04507 -0.00317 -0.01099 -0.00205
AFIX 43
H1 2 1.019373 0.169943 1.142743 11.00000 -1.20000
AFIX 0
N2 4 -0.402452 0.402772 -0.212935 11.00000 0.03093 0.04353 =
0.05148 -0.00134 -0.00732 -0.00483
AFIX 43
H2 2 -0.459620 0.378565 -0.272507 11.00000 -1.20000
AFIX 0
C10 1 -0.199233 0.413455 -0.031402 11.00000 0.02838 0.03496 =
0.03593 -0.00208 -0.00104 -0.00191
C5 1 0.756095 0.135458 0.908723 11.00000 0.03193 0.03406 =
0.03522 -0.00269 -0.00505 0.00021
C3 1 0.216018 0.258852 0.314246 11.00000 0.02959 0.03675 =
0.03590 -0.00177 -0.00427 -0.00121
C1 1 0.375726 0.288857 0.483744 11.00000 0.03077 0.03907 =
0.03429 -0.00218 -0.00543 -0.00077
C2 1 0.324371 0.227246 0.421429 11.00000 0.03266 0.03610 =
0.03458 -0.00377 -0.00501 -0.00216
C11 1 -0.293428 0.376916 -0.129003 11.00000 0.03261 0.03238 =
0.04210 -0.00051 -0.00244 0.00035
AFIX 43
H11 2 -0.280988 0.333292 -0.136756 11.00000 -1.20000
AFIX 0
C4 1 0.265271 0.320020 0.380551 11.00000 0.02932 0.03717 =
0.03515 -0.00131 -0.00478 -0.00195
C9 1 0.764494 0.070810 0.940718 11.00000 0.03538 0.03388 =
0.04362 -0.00518 -0.00365 -0.00397
AFIX 43
H9 2 0.699077 0.044250 0.886513 11.00000 -1.20000
AFIX 0
C6 1 0.856808 0.171964 0.990530 11.00000 0.03729 0.02900 =
0.04798 0.00076 -0.00832 0.00003
AFIX 43
H6A 2 0.854910 0.215733 0.972988 11.00000 -1.20000
AFIX 0
C8 1 0.868178 0.044897 1.051653 11.00000 0.04571 0.03155 =
0.04794 0.00097 -0.00053 0.00691
AFIX 43
H8 2 0.871710 0.001450 1.074557 11.00000 -1.20000
AFIX 0
C14 1 -0.223540 0.477972 -0.025723 11.00000 0.03742 0.03770 =
0.05279 -0.00964 -0.00289 -0.00223
AFIX 43
H14 2 -0.162331 0.504398 0.038950 11.00000 -1.20000
AFIX 0
C7 1 0.965043 0.083798 1.126935 11.00000 0.03717 0.04357 =
0.04289 0.00347 -0.00484 0.01089
AFIX 43
H7 2 1.036221 0.067046 1.200519 11.00000 -1.20000
AFIX 0
C12 1 -0.425104 0.464870 -0.206997 11.00000 0.03610 0.05127 =
0.06230 0.00279 -0.00670 0.01095
AFIX 43
H12 2 -0.501870 0.481549 -0.266863 11.00000 -1.20000
AFIX 0
C13 1 -0.335995 0.504039 -0.113342 11.00000 0.04569 0.03613 =
0.07195 -0.00614 -0.00303 0.00915
AFIX 43
H13 2 -0.350847 0.547551 -0.108688 11.00000 -1.20000
AFIX 0
B1 3 0.640948 0.167226 0.779880 11.00000 0.03261 0.03658 =
0.04141 -0.00362 -0.00589 0.00114
B2 3 -0.071241 0.381927 0.066168 11.00000 0.03081 0.03875 =
0.03649 -0.00003 -0.00304 -0.00266
HKLF 4
REM 3pyba_squaric_22'bipy_r1_a.res in P2(1)/c
REM R1 = 0.0514 for 2338 Fo > 4sig(Fo) and 0.0960 for all 3735 data
REM 251 parameters refined using 0 restraints
END
WGHT 0.0565 0.0000
REM Highest difference peak 0.220, deepest hole -0.231, 1-sigma level 0.049
Q1 1 0.6809 0.1447 0.8796 11.00000 0.05 0.22
Q2 1 -0.1401 0.3979 0.0186 11.00000 0.05 0.20
Q3 1 -0.0376 0.4007 0.3284 11.00000 0.05 0.17
Q4 1 0.8024 0.1635 1.1816 11.00000 0.05 0.16
Q5 1 0.7193 0.1471 0.8163 11.00000 0.05 0.16
Q6 1 0.4223 0.2792 0.3187 11.00000 0.05 0.16
Q7 1 -0.4462 0.5560 -0.4041 11.00000 0.05 0.16
Q8 1 0.9520 0.2001 1.2961 11.00000 0.05 0.16
Q9 1 0.2261 0.2371 0.1195 11.00000 0.05 0.16
Q10 1 -0.2198 0.3995 -0.0902 11.00000 0.05 0.15
Q11 1 -0.2208 0.4357 0.0051 11.00000 0.05 0.15
Q12 1 0.1998 0.2976 0.1273 11.00000 0.05 0.14
Q13 1 -0.2342 0.2844 -0.2607 11.00000 0.05 0.13
Q14 1 -0.1839 0.4365 -0.0690 11.00000 0.05 0.13
Q15 1 -0.3238 0.3857 0.0610 11.00000 0.05 0.13
Q16 1 0.3870 0.1208 0.2179 11.00000 0.05 0.13
Q17 1 1.0100 0.0639 1.3720 11.00000 0.05 0.13
Q18 1 -0.1368 0.5036 -0.0291 11.00000 0.05 0.13
Q19 1 0.3857 0.0653 0.1948 11.00000 0.05 0.13
Q20 1 0.9245 0.2220 0.9231 11.00000 0.05 0.13
;
_shelx_res_checksum 70446
_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 1.075
_oxdiff_exptl_absorpt_empirical_full_min 0.929