#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:23:59 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281471 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/59/7245956.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7245956
loop_
_publ_author_name
'Zhuang, Hongfeng'
'Hou, Qin'
'Han, Feng'
'Lv, Haotian'
'Miao, Chengxia'
_publ_section_title
;
 Heteropolyacid catalyzed O-alkylation of oximes with alcohols via a
 carbocation in dimethyl carbonate and mechanism insight
;
_journal_issue                   1
_journal_name_full               'Green Chemistry'
_journal_page_first              310
_journal_page_last               317
_journal_paper_doi               10.1039/D2GC03214G
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C38 H29 N O'
_chemical_formula_sum            'C38 H29 N O'
_chemical_formula_weight         515.66
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_audit_block_doi                 10.5517/ccdc.csd.cc2cm78j
_audit_creation_date             2022-07-28
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2022-07-28 deposited with the CCDC.	2022-11-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.053(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7566(10)
_cell_length_b                   23.006(2)
_cell_length_c                   13.3290(13)
_cell_measurement_reflns_used    4153
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.899
_cell_measurement_theta_min      2.272
_cell_volume                     2827.9(5)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9750
_diffrn_measured_fraction_theta_max 0.9741
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16981
_diffrn_reflns_theta_full        27.5365
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         2.83
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0868 before and 0.0402 after correction.
The Ratio of minimum to maximum transmission is 0.9328.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.2111
_exptl_crystal_description       columnar
_exptl_crystal_F_000             1088.4484
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.2667
_refine_diff_density_min         -0.2783
_refine_diff_density_rms         0.0623
_refine_ls_d_res_high            0.7687
_refine_ls_d_res_low             7.1953
_refine_ls_goodness_of_fit_ref   1.0678
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    58
_refine_ls_number_parameters     361
_refine_ls_number_reflns         6365
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0678
_refine_ls_R_factor_all          0.0939
_refine_ls_R_factor_gt           0.0487
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0534P)²+0.3626P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1339
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -12
_reflns_limit_k_max              28
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              -7
_reflns_number_gt                3925
_reflns_number_total             6365
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d2gc03214g2.cif
_cod_data_source_block           220106ZLL2_0m
_cod_depositor_comments          'Adding full bibliography for 7245956.cif.'
_cod_original_cell_volume        2828.0(5)
_cod_original_sg_symbol_Hall     '-P 2ybc (x-z,y,z)'
_cod_database_code               7245956
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H),
 C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z),
 C010(H010), C011(H011), C012(H012), C013(H013), C014(H014)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
O001 O 0.79967(12) 0.31213(5) 0.39229(8) 0.0452(3) Uani 1.000000 .
N002 N 0.83610(15) 0.32029(6) 0.29915(10) 0.0449(4) Uani 1.000000 .
C00A C 0.80292(19) 0.37618(7) 0.14632(13) 0.0450(4) Uani 1.000000 .
C00B C 0.29711(19) 0.49213(7) 0.31205(14) 0.0463(4) Uani 1.000000 .
C00C C 0.98728(19) 0.28780(7) 0.66701(13) 0.0455(4) Uani 1.000000 .
H00C H 1.08349(19) 0.28658(7) 0.66921(13) 0.0546(5) Uiso 1.000000 R
C00D C 0.51757(19) 0.36870(7) 0.25881(14) 0.0473(4) Uani 1.000000 .
H00D H 0.50548(19) 0.32922(7) 0.24350(14) 0.0567(5) Uiso 1.000000 R
C00E C 1.0805(2) 0.35861(8) 0.47536(13) 0.0491(4) Uani 1.000000 .
H00E H 1.0023(2) 0.38342(8) 0.46711(13) 0.0590(5) Uiso 1.000000 R
C00F C 0.40554(19) 0.40006(7) 0.27376(14) 0.0484(4) Uani 1.000000 .
H00F H 0.31820(19) 0.38152(7) 0.26678(14) 0.0580(5) Uiso 1.000000 R
C00G C 0.6645(2) 0.45318(8) 0.29453(15) 0.0532(5) Uani 1.000000 .
H00G H 0.7523(2) 0.47157(8) 0.30251(15) 0.0639(6) Uiso 1.000000 R
C00H C 1.17882(18) 0.26345(8) 0.49123(13) 0.0480(4) Uani 1.000000 .
H00H H 1.16820(18) 0.22334(8) 0.49330(13) 0.0576(5) Uiso 1.000000 R
C00I C 0.8427(2) 0.16964(8) 0.48469(15) 0.0530(5) Uani 1.000000 .
H00I H 0.8299(2) 0.17924(8) 0.54882(15) 0.0635(6) Uiso 1.000000 R
C00J C 0.5527(2) 0.48407(7) 0.31099(15) 0.0540(5) Uani 1.000000 .
H00J H 0.5668(2) 0.52296(7) 0.33067(15) 0.0648(6) Uiso 1.000000 R
C00K C 0.73522(19) 0.28573(8) 0.57013(14) 0.0516(5) Uani 1.000000 .
H00K H 0.65959(19) 0.28323(8) 0.50610(14) 0.0619(6) Uiso 1.000000 R
C00L C 1.2149(2) 0.38168(9) 0.48631(15) 0.0603(5) Uani 1.000000 .
H00L H 1.2267(2) 0.42174(9) 0.48463(15) 0.0724(6) Uiso 1.000000 R
C00M C 0.9557(2) 0.29366(8) 0.76057(14) 0.0578(5) Uani 1.000000 .
H00M H 1.0306(2) 0.29640(8) 0.82495(14) 0.0694(6) Uiso 1.000000 R
C00N C 0.9071(2) 0.19571(8) 0.33400(14) 0.0591(5) Uani 1.000000 .
H00N H 0.9388(2) 0.22306(8) 0.29508(14) 0.0710(6) Uiso 1.000000 R
C00O C 1.3312(2) 0.34549(10) 0.49968(16) 0.0644(6) Uani 1.000000 .
H00O H 1.4219(2) 0.36096(10) 0.50646(16) 0.0772(7) Uiso 1.000000 R
C00P C 0.3168(2) 0.53245(8) 0.39275(16) 0.0609(5) Uani 1.000000 .
H00P H 0.4096(2) 0.53983(8) 0.43910(16) 0.0731(6) Uiso 1.000000 R
C00Q C 1.3138(2) 0.28692(9) 0.50300(16) 0.0611(5) Uani 1.000000 .
H00Q H 1.3932(2) 0.26249(9) 0.51326(16) 0.0733(6) Uiso 1.000000 R
C00R C 0.9311(2) 0.35550(9) 0.13558(15) 0.0583(5) Uani 1.000000 .
H00R H 0.9929(2) 0.33261(9) 0.18880(15) 0.0700(6) Uiso 1.000000 R
C00S C 0.7142(2) 0.41049(9) 0.06654(14) 0.0634(5) Uani 1.000000 .
H00S H 0.6278(2) 0.42483(9) 0.07212(14) 0.0761(7) Uiso 1.000000 R
C00T C 0.1576(2) 0.48273(9) 0.24457(16) 0.0603(5) Uani 1.000000 .
H00T H 0.1417(2) 0.45588(9) 0.18978(16) 0.0724(6) Uiso 1.000000 R
C00U C 0.8148(2) 0.29543(9) 0.75853(15) 0.0636(5) Uani 1.000000 .
H00U H 0.7938(2) 0.29939(9) 0.82140(15) 0.0763(7) Uiso 1.000000 R
C00V C 0.7046(2) 0.29133(9) 0.66356(15) 0.0631(5) Uani 1.000000 .
H00V H 0.6087(2) 0.29234(9) 0.66216(15) 0.0757(7) Uiso 1.000000 R
C00W C 0.8174(2) 0.11330(9) 0.44770(19) 0.0710(6) Uani 1.000000 .
H00W H 0.7873(2) 0.08550(9) 0.48667(19) 0.0852(7) Uiso 1.000000 R
C00X C 0.1992(3) 0.56186(9) 0.40492(19) 0.0736(6) Uani 1.000000 .
H00X H 0.2137(3) 0.58869(9) 0.45960(19) 0.0883(8) Uiso 1.000000 R
C00Y C 0.9673(3) 0.36872(11) 0.04632(19) 0.0776(7) Uani 1.000000 .
H00Y H 1.0527(3) 0.35412(11) 0.03952(19) 0.0931(8) Uiso 1.000000 R
C00Z C 0.0632(3) 0.55185(10) 0.3377(2) 0.0759(6) Uani 1.000000 .
H00Z H -0.0150(3) 0.57174(10) 0.3466(2) 0.0910(8) Uiso 1.000000 R
C003 C 1.05984(17) 0.29896(7) 0.47645(12) 0.0385(4) Uani 1.000000 .
C004 C 0.64752(17) 0.39510(7) 0.26628(12) 0.0393(4) Uani 1.000000 .
C005 C 0.88667(16) 0.21205(7) 0.42851(12) 0.0402(4) Uani 1.000000 .
C006 C 0.87753(17) 0.28376(7) 0.57036(12) 0.0372(4) Uani 1.000000 .
C007 C 0.91022(16) 0.27534(7) 0.46674(12) 0.0368(4) Uani 1.000000 .
C008 C 0.76374(17) 0.36191(7) 0.24224(12) 0.0401(4) Uani 1.000000 .
C009 C 0.42033(18) 0.45863(7) 0.29895(13) 0.0426(4) Uani 1.000000 .
C010 C 0.8364(2) 0.09834(10) 0.35451(19) 0.0771(7) Uani 1.000000 .
H010 H 0.8193(2) 0.06038(10) 0.32958(19) 0.0925(8) Uiso 1.000000 R
C011 C 0.0410(2) 0.51261(10) 0.25712(19) 0.0718(6) Uani 1.000000 .
H011 H -0.0522(2) 0.50596(10) 0.21076(19) 0.0861(7) Uiso 1.000000 R
C012 C 0.8809(3) 0.13947(10) 0.29737(18) 0.0773(7) Uani 1.000000 .
H012 H 0.8936(3) 0.12931(10) 0.23343(18) 0.0927(8) Uiso 1.000000 R
C013 C 0.7533(3) 0.42369(11) -0.02201(17) 0.0838(7) Uani 1.000000 .
H013 H 0.6930(3) 0.44697(11) -0.07531(17) 0.1005(9) Uiso 1.000000 R
C014 C 0.8796(3) 0.40281(11) -0.03175(19) 0.0863(8) Uani 1.000000 .
H014 H 0.9053(3) 0.41186(11) -0.09125(19) 0.1036(9) Uiso 1.000000 R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 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
C007 O001 N002 109.28(10) . . ?
C008 N002 O001 111.85(13) . . ?
C00S C00A C00R 118.46(17) . . ?
C008 C00A C00R 120.42(16) . . ?
C008 C00A C00S 121.11(16) . . ?
C00T C00B C00P 117.89(17) . . ?
C009 C00B C00P 121.73(17) . . ?
C009 C00B C00T 120.36(16) . . ?
C006 C00C C00M 120.84(16) . . ?
C004 C00D C00F 120.86(15) . . ?
C003 C00E C00L 121.09(17) . . ?
C009 C00F C00D 121.33(16) . . ?
C004 C00G C00J 120.71(16) . . ?
C003 C00H C00Q 120.67(17) . . ?
C005 C00I C00W 121.41(19) . . ?
C009 C00J C00G 121.51(16) . . ?
C006 C00K C00V 120.86(16) . . ?
C00O C00L C00E 119.90(18) . . ?
C00U C00M C00C 120.20(17) . . ?
C012 C00N C005 120.70(19) . . ?
C00Q C00O C00L 119.91(18) . . ?
C00X C00P C00B 120.5(2) . . ?
C00O C00Q C00H 120.46(18) . . ?
C00Y C00R C00A 120.4(2) . . ?
C013 C00S C00A 120.2(2) . . ?
C011 C00T C00B 121.14(19) . . ?
C00V C00U C00M 119.82(17) . . ?
C00U C00V C00K 120.28(18) . . ?
C010 C00W C00I 120.2(2) . . ?
C00Z C00X C00P 120.6(2) . . ?
C014 C00Y C00R 120.8(2) . . ?
C011 C00Z C00X 120.1(2) . . ?
C00H C003 C00E 117.95(15) . . ?
C007 C003 C00E 119.36(14) . . ?
C007 C003 C00H 122.62(14) . . ?
C00G C004 C00D 118.05(16) . . ?
C008 C004 C00D 120.41(14) . . ?
C008 C004 C00G 121.53(15) . . ?
C00N C005 C00I 117.53(16) . . ?
C007 C005 C00I 121.99(15) . . ?
C007 C005 C00N 120.47(15) . . ?
C00K C006 C00C 118.00(15) . . ?
C007 C006 C00C 121.58(14) . . ?
C007 C006 C00K 120.39(14) . . ?
C003 C007 O001 108.87(12) . . ?
C005 C007 O001 108.93(12) . . ?
C005 C007 C003 113.71(13) . . ?
C006 C007 O001 102.32(11) . . ?
C006 C007 C003 110.80(12) . . ?
C006 C007 C005 111.56(13) . . ?
C00A C008 N002 115.33(14) . . ?
C004 C008 N002 124.62(14) . . ?
C004 C008 C00A 120.05(14) . . ?
C00F C009 C00B 120.60(15) . . ?
C00J C009 C00B 121.97(15) . . ?
C00J C009 C00F 117.44(16) . . ?
C012 C010 C00W 119.7(2) . . ?
C00Z C011 C00T 119.8(2) . . ?
C010 C012 C00N 120.5(2) . . ?
C014 C013 C00S 120.7(2) . . ?
C013 C014 C00Y 119.4(2) . . ?
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 N002 1.4110(16) . ?
O001 C007 1.4715(18) . ?
N002 C008 1.281(2) . ?
C00A C00R 1.388(3) . ?
C00A C00S 1.379(2) . ?
C00A C008 1.486(2) . ?
C00B C00P 1.385(2) . ?
C00B C00T 1.382(3) . ?
C00B C009 1.485(2) . ?
C00C C00M 1.385(2) . ?
C00C C006 1.384(2) . ?
C00D C00F 1.377(2) . ?
C00D C004 1.380(2) . ?
C00E C00L 1.377(3) . ?
C00E C003 1.388(2) . ?
C00F C009 1.385(2) . ?
C00G C00J 1.378(2) . ?
C00G C004 1.383(2) . ?
C00H C00Q 1.384(2) . ?
C00H C003 1.380(2) . ?
C00I C00W 1.380(3) . ?
C00I C005 1.381(2) . ?
C00J C009 1.378(2) . ?
C00K C00V 1.379(2) . ?
C00K C006 1.388(2) . ?
C00L C00O 1.372(3) . ?
C00M C00U 1.366(3) . ?
C00N C005 1.390(2) . ?
C00N C012 1.377(3) . ?
C00O C00Q 1.361(3) . ?
C00P C00X 1.386(3) . ?
C00R C00Y 1.381(3) . ?
C00S C013 1.387(3) . ?
C00T C011 1.386(3) . ?
C00U C00V 1.371(3) . ?
C00W C010 1.359(3) . ?
C00X C00Z 1.357(3) . ?
C00Y C014 1.360(3) . ?
C00Z C011 1.366(3) . ?
C003 C007 1.523(2) . ?
C004 C008 1.486(2) . ?
C005 C007 1.535(2) . ?
C006 C007 1.528(2) . ?
C010 C012 1.371(3) . ?
C013 C014 1.368(3) . ?
