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#$Date: 2025-10-16 01:39:03 +0300 (Thu, 16 Oct 2025) $
#$Revision: 302868 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/60/1576011.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_1576011
loop_
_publ_author_name
'Tang, Ru-Ling'
'Wang, Yue'
'Lv, Yi-Lei'
'Miao, Bing-Wei'
'Liu, Wen-Long'
'Guo, Sheng-Ping'
_publ_section_title
;
 To achieve a significant enhancement in the birefringence of metal
 phosphite halides via the introduction of π-conjugated cation
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC04977F
_journal_year                    2025
_chemical_formula_moiety         'Cl H O3 P Zn, H2 O, C2 H6 N'
_chemical_formula_sum            'C2 H9 Cl N O4 P Zn'
_chemical_formula_weight         242.89
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2025-09-16
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_audit_update_record
;
2025-09-18 deposited with the CCDC.	2025-10-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.432(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.4598(6)
_cell_length_b                   9.2763(6)
_cell_length_c                   9.9121(6)
_cell_measurement_reflns_used    6440
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.14
_cell_volume                     798.08(9)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12174
_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         27.544
_diffrn_reflns_theta_min         3.137
_exptl_absorpt_coefficient_mu    3.572
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6777
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0996 before and 0.0429 after correction.
The Ratio of minimum to maximum transmission is 0.9089.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.022
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       0.0049(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     104
_refine_ls_number_reflns         1835
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0209
_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)+(0.0206P)²+0.3521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0457
_refine_ls_wR_factor_ref         0.0480
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1604
_reflns_number_total             1835
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc04977f2.cif
_cod_data_source_block           a
_cod_database_code               1576011
_shelx_shelxl_version_number     2014/7
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C1(H1C,H1D), C2(H2A,H2B)
;
_olex2_submission_special_instructions 'No special instructions were received'
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'
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
Zn1 Zn 0.14212(2) 0.58042(2) 0.18473(2) 0.01768(9) Uani 1 1 d . . . . .
Cl1 Cl -0.00250(6) 0.52923(7) 0.30945(6) 0.03317(14) Uani 1 1 d . . . . .
P1 P 0.36599(5) 0.77089(5) 0.43452(5) 0.01721(12) Uani 1 1 d . . . . .
H1 H 0.304(2) 0.712(2) 0.518(2) 0.028(6) Uiso 1 1 d . . . . .
O1 O 0.28284(16) 0.91522(14) 0.39157(15) 0.0235(3) Uani 1 1 d . . . . .
O2 O 0.53812(15) 0.78856(15) 0.52164(15) 0.0286(4) Uani 1 1 d . . . . .
O3 O 0.33619(15) 0.67089(16) 0.30600(14) 0.0254(3) Uani 1 1 d . . . . .
O4 O 0.7035(2) 0.6020(2) 0.4200(2) 0.0431(5) Uani 1 1 d . . . . .
H4A H 0.774(4) 0.569(3) 0.478(3) 0.050(10) Uiso 1 1 d . . . . .
H4B H 0.660(4) 0.640(4) 0.454(3) 0.060(11) Uiso 1 1 d . . . . .
N1 N 0.5198(2) 0.50461(19) 0.15086(19) 0.0273(4) Uani 1 1 d . . . . .
H1A H 0.5770 0.5240 0.2449 0.033 Uiso 1 1 calc R U . . .
H1B H 0.4289 0.4720 0.1448 0.033 Uiso 1 1 calc R U . . .
C1 C 0.4964(3) 0.6394(2) 0.0628(2) 0.0319(5) Uani 1 1 d . . . . .
H1C H 0.5956 0.6795 0.0754 0.038 Uiso 1 1 calc R U . . .
H1D H 0.4428 0.7099 0.0974 0.038 Uiso 1 1 calc R U . . .
C2 C 0.5966(3) 0.3916(2) 0.0984(2) 0.0303(5) Uani 1 1 d . . . . .
H2A H 0.6066 0.3042 0.1552 0.036 Uiso 1 1 calc R U . . .
H2B H 0.6991 0.4235 0.1123 0.036 Uiso 1 1 calc R U . . .
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'
Cl Cl 0.1484 0.1585 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 Cl1 116.30(4) 2_545 . ?
O2 Zn1 Cl1 111.98(5) 4_575 . ?
O2 Zn1 O1 107.95(6) 4_575 2_545 ?
O3 Zn1 Cl1 112.75(5) . . ?
O3 Zn1 O1 100.28(6) . 2_545 ?
O3 Zn1 O2 106.59(6) . 4_575 ?
O1 P1 H1 103.6(9) . . ?
O2 P1 H1 109.5(9) . . ?
O2 P1 O1 112.42(8) . . ?
O3 P1 H1 107.1(9) . . ?
O3 P1 O1 113.67(8) . . ?
O3 P1 O2 110.15(8) . . ?
P1 O1 Zn1 124.59(8) . 2 ?
P1 O2 Zn1 127.80(8) . 4_676 ?
P1 O3 Zn1 127.01(8) . . ?
H4A O4 H4B 110(3) . . ?
H1A N1 H1B 108.0 . . ?
C1 N1 H1A 109.3 . . ?
C1 N1 H1B 109.3 . . ?
C2 N1 H1A 109.3 . . ?
C2 N1 H1B 109.3 . . ?
C2 N1 C1 111.55(16) . . ?
N1 C1 H1C 109.6 . . ?
N1 C1 H1D 109.6 . . ?
N1 C1 C2 110.34(17) . 3_665 ?
H1C C1 H1D 108.1 . . ?
C2 C1 H1C 109.6 3_665 . ?
C2 C1 H1D 109.6 3_665 . ?
N1 C2 C1 110.14(18) . 3_665 ?
N1 C2 H2A 109.6 . . ?
N1 C2 H2B 109.6 . . ?
C1 C2 H2A 109.6 3_665 . ?
C1 C2 H2B 109.6 3_665 . ?
H2A C2 H2B 108.1 . . ?
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
Zn1 Cl1 2.2294(6) . ?
Zn1 O1 1.9624(14) 2_545 ?
Zn1 O2 1.9477(13) 4_575 ?
Zn1 O3 1.9402(13) . ?
P1 H1 1.31(2) . ?
P1 O1 1.5252(14) . ?
P1 O2 1.5184(14) . ?
P1 O3 1.5091(14) . ?
O1 Zn1 1.9624(13) 2 ?
O2 Zn1 1.9477(13) 4_676 ?
O4 H4A 0.75(3) . ?
O4 H4B 0.73(3) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C1 1.490(3) . ?
N1 C2 1.482(3) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C1 C2 1.514(3) 3_665 ?
C2 C1 1.514(3) 3_665 ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4B O2 0.73(3) 2.07(3) 2.777(3) 167(3) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 O2 Zn1 45.10(14) . . . 4_676 ?
O1 P1 O3 Zn1 -66.57(13) . . . . ?
O2 P1 O1 Zn1 43.50(13) . . . 2 ?
O2 P1 O3 Zn1 166.24(10) . . . . ?
O3 P1 O1 Zn1 -82.50(11) . . . 2 ?
O3 P1 O2 Zn1 172.98(10) . . . 4_676 ?
C1 N1 C2 C1 -57.1(2) . . . 3_665 ?
C2 N1 C1 C2 57.2(2) . . . 3_665 ?
