#------------------------------------------------------------------------------
#$Date: 2019-11-08 00:08:20 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224192 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/94/7049444.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_7049444
loop_
_publ_author_name
'Nefedov, Sergey E.'
'Birin, Kirill P.'
'Bessmertnykh-Lemeune, Alla'
'Enakieva, Yulia Y.'
'Sinelshchikova, Anna A.'
'Gorbunova, Yulia G.'
'Tsivadze, Aslan Y.'
'Stern, Christine'
'Fang, Yuanyuan'
'Kadish, Karl M.'
_publ_section_title
;
 Coordination self-assembly through weak interactions in
 meso-dialkoxyphosphoryl-substituted zinc porphyrinates.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5372
_journal_page_last               5383
_journal_paper_doi               10.1039/c9dt00706g
_journal_volume                  48
_journal_year                    2019
_chemical_formula_sum            'C38 H27 N5 O4 P Zn'
_chemical_formula_weight         713.98
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-05-23 deposited with the CCDC.    2019-03-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.342(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   33.220(5)
_cell_length_b                   10.1145(15)
_cell_length_c                   23.218(3)
_cell_measurement_reflns_used    2392
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      21.44
_cell_measurement_theta_min      2.21
_cell_volume                     6929.8(17)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1455
_diffrn_reflns_av_unetI/netI     0.1464
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            39845
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_min         2.476
_exptl_absorpt_coefficient_mu    0.803
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_description       prizm
_exptl_crystal_F_000             2936
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         10104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.1525
_refine_ls_R_factor_gt           0.0616
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0586P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1514
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4945
_reflns_number_total             10104
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt00706g2.cif
_cod_data_source_block           mznCN
_cod_depositor_comments
'Adding full bibliography for 7049441--7049445.cif.'
_cod_original_cell_volume        6929.6(18)
_cod_database_code               7049444
_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.
;
_shelx_estimated_absorpt_t_min   0.843
_shelx_estimated_absorpt_t_max   0.869
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.19440(2) 0.29102(4) 0.10476(2) 0.02388(12) Uani 1 1 d . . . . .
P1 P 0.19293(3) 0.44729(9) 0.22927(5) 0.0273(2) Uani 1 1 d . . . . .
O1 O 0.20623(8) 0.4281(3) 0.17765(12) 0.0330(6) Uani 1 1 d . . . . .
O2 O 0.18998(12) 0.3157(3) 0.26126(14) 0.0619(10) Uani 1 1 d . . . . .
O3 O 0.14326(8) 0.4978(3) 0.20120(14) 0.0443(7) Uani 1 1 d . . . . .
N1 N 0.18836(9) 0.1238(3) 0.15141(14) 0.0257(7) Uani 1 1 d . . . . .
N2 N 0.12424(9) 0.3025(3) 0.05608(14) 0.0249(6) Uani 1 1 d . . . . .
N3 N 0.19689(9) 0.4119(3) 0.03431(14) 0.0278(7) Uani 1 1 d . . . . .
N4 N 0.26078(9) 0.2355(3) 0.13184(14) 0.0250(7) Uani 1 1 d . . . . .
N5 N -0.05044(14) -0.1993(5) 0.1761(2) 0.0751(14) Uani 1 1 d . . . . .
N6 N 0.44748(12) 0.7281(4) 0.0353(2) 0.0538(10) Uani 1 1 d . . . . .
C1 C 0.22254(11) 0.0461(4) 0.19376(18) 0.0299(9) Uani 1 1 d . . . . .
C2 C 0.20361(13) -0.0510(5) 0.2211(2) 0.0506(13) Uani 1 1 d . . . . .
H2A H 0.2199 -0.1182 0.2515 0.061 Uiso 1 1 calc R U . . .
C3 C 0.15929(13) -0.0277(4) 0.1956(2) 0.0416(11) Uani 1 1 d . . . . .
H3A H 0.1381 -0.0756 0.2045 0.050 Uiso 1 1 calc R U . . .
C4 C 0.14919(11) 0.0826(4) 0.15231(17) 0.0270(8) Uani 1 1 d . . . . .
C5 C 0.10626(11) 0.1378(4) 0.11777(17) 0.0276(8) Uani 1 1 d . . . . .
C6 C 0.06900(11) 0.0752(4) 0.12812(17) 0.0280(8) Uani 1 1 d . . . . .
C7 C 0.06513(16) 0.0998(5) 0.1839(2) 0.0614(15) Uani 1 1 d . . . . .
H7A H 0.0845 0.1628 0.2144 0.074 Uiso 1 1 calc R U . . .
C8 C 0.03340(16) 0.0336(6) 0.1956(2) 0.0687(17) Uani 1 1 d . . . . .
H8A H 0.0306 0.0525 0.2337 0.082 Uiso 1 1 calc R U . . .
C9 C 0.00557(12) -0.0601(4) 0.1523(2) 0.0367(10) Uani 1 1 d . . . . .
C10 C -0.02595(15) -0.1366(5) 0.1652(2) 0.0519(12) Uani 1 1 d . . . . .
C11 C 0.00802(13) -0.0803(4) 0.0960(2) 0.0384(10) Uani 1 1 d . . . . .
H11A H -0.0121 -0.1408 0.0647 0.046 Uiso 1 1 calc R U . . .
C12 C 0.03954(12) -0.0133(4) 0.08425(19) 0.0370(10) Uani 1 1 d . . . . .
H12A H 0.0409 -0.0286 0.0448 0.044 Uiso 1 1 calc R U . . .
C13 C 0.09471(11) 0.2419(4) 0.07342(17) 0.0260(8) Uani 1 1 d . . . . .
C14 C 0.05035(12) 0.2997(4) 0.03786(19) 0.0349(9) Uani 1 1 d . . . . .
H14A H 0.0239 0.2761 0.0415 0.042 Uiso 1 1 calc R U . . .
C15 C 0.05316(12) 0.3936(4) -0.00150(19) 0.0375(10) Uani 1 1 d . . . . .
H15A H 0.0293 0.4481 -0.0310 0.045 Uiso 1 1 calc R U . . .
C16 C 0.09971(12) 0.3943(4) 0.01038(18) 0.0323(9) Uani 1 1 d . . . . .
C17 C 0.11728(12) 0.4783(4) -0.01993(19) 0.0362(10) Uani 1 1 d . . . . .
H17A H 0.0964 0.5366 -0.0516 0.043 Uiso 1 1 calc R U . . .
C18 C 0.16186(12) 0.4863(4) -0.00905(18) 0.0330(9) Uani 1 1 d . . . . .
C19 C 0.17862(13) 0.5791(4) -0.03977(19) 0.0408(10) Uani 1 1 d . . . . .
H19A H 0.1612 0.6429 -0.0715 0.049 Uiso 1 1 calc R U . . .
C20 C 0.22319(13) 0.5590(4) -0.01544(18) 0.0370(10) Uani 1 1 d . . . . .
H20A H 0.2434 0.6054 -0.0267 0.044 Uiso 1 1 calc R U . . .
C21 C 0.23469(12) 0.4533(4) 0.03114(18) 0.0297(8) Uani 1 1 d . . . . .
C22 C 0.27847(12) 0.4012(4) 0.06846(18) 0.0276(8) Uani 1 1 d . . . . .
C23 C 0.31671(12) 0.4653(4) 0.06161(18) 0.0296(8) Uani 1 1 d . . . . .
C24 C 0.31718(13) 0.4699(4) 0.0021(2) 0.0370(10) Uani 1 1 d . . . . .
H24A H 0.2937 0.4279 -0.0346 0.044 Uiso 1 1 calc R U . . .
C25 C 0.35174(14) 0.5355(4) -0.0043(2) 0.0398(10) Uani 1 1 d . . . . .
H25A H 0.3522 0.5369 -0.0449 0.048 Uiso 1 1 calc R U . . .
C26 C 0.38533(13) 0.5984(4) 0.0487(2) 0.0348(9) Uani 1 1 d . . . . .
C27 C 0.42043(14) 0.6702(4) 0.0417(2) 0.0395(10) Uani 1 1 d . . . . .
C28 C 0.38560(13) 0.5929(4) 0.1079(2) 0.0388(10) Uani 1 1 d . . . . .
H28A H 0.4093 0.6341 0.1446 0.047 Uiso 1 1 calc R U . . .
C29 C 0.35141(12) 0.5274(4) 0.11421(19) 0.0378(10) Uani 1 1 d . . . . .
H29A H 0.3516 0.5249 0.1553 0.045 Uiso 1 1 calc R U . . .
C30 C 0.28977(12) 0.2970(4) 0.11237(18) 0.0284(8) Uani 1 1 d . . . . .
C31 C 0.33314(13) 0.2345(4) 0.1433(2) 0.0376(10) Uani 1 1 d . . . . .
H31A H 0.3589 0.2567 0.1377 0.045 Uiso 1 1 calc R U . . .
C32 C 0.33098(12) 0.1387(4) 0.18193(19) 0.0360(10) Uani 1 1 d . . . . .
H32A H 0.3549 0.0810 0.2084 0.043 Uiso 1 1 calc R U . . .
C33 C 0.28574(12) 0.1394(4) 0.17590(17) 0.0277(8) Uani 1 1 d . . . . .
C34 C 0.2003(3) 0.2862(7) 0.3244(3) 0.0544(18) Uani 0.7 1 d . . P A 1
H34A H 0.1770 0.2244 0.3237 0.065 Uiso 0.7 1 calc R U P A 1
H34B H 0.1979 0.3686 0.3456 0.065 Uiso 0.7 1 calc R U P A 1
C34A C 0.2199(5) 0.2299(15) 0.2975(7) 0.044(4) Uani 0.3 1 d . . P A 2
H34C H 0.2429 0.2279 0.2817 0.052 Uiso 0.3 1 calc R U P A 2
H34D H 0.2043 0.1433 0.2858 0.052 Uiso 0.3 1 calc R U P A 2
C35 C 0.2440(2) 0.2290(6) 0.3641(3) 0.098(2) Uani 1 1 d . . . . .
H35D H 0.2476 0.2122 0.4069 0.147 Uiso 0.5 1 d R U P A .
H35E H 0.2467 0.1474 0.3449 0.147 Uiso 0.5 1 d R U P . .
H35F H 0.2670 0.2894 0.3665 0.147 Uiso 0.5 1 d R U P . .
H35A H 0.2634 0.1529 0.3781 0.147 Uiso 0.5 1 d R U P . .
H35B H 0.2620 0.3078 0.3777 0.147 Uiso 0.5 1 d R U P . .
H35C H 0.2235 0.2269 0.3828 0.147 Uiso 0.5 1 d R U P . .
C36 C 0.12833(18) 0.6027(6) 0.1531(3) 0.0769(18) Uani 1 1 d . . . . .
H36A H 0.1311 0.5740 0.1143 0.092 Uiso 1 1 calc R U . . .
H36B H 0.1473 0.6824 0.1711 0.092 Uiso 1 1 calc R U . . .
C37 C 0.0795(2) 0.6334(8) 0.1350(3) 0.128(3) Uani 1 1 d . . . . .
H37A H 0.0680 0.6994 0.1002 0.191 Uiso 1 1 calc R U . . .
H37B H 0.0775 0.6683 0.1730 0.191 Uiso 1 1 calc R U . . .
H37C H 0.0614 0.5525 0.1201 0.191 Uiso 1 1 calc R U . . .
C38 C 0.23136(11) 0.5553(4) 0.29198(18) 0.0275(8) Uani 1 1 d . . . . .
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'
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
N1 Zn1 N4 88.02(11) . .
N1 Zn1 N3 160.76(12) . .
N4 Zn1 N3 88.66(11) . .
N1 Zn1 N2 88.63(11) . .
N4 Zn1 N2 162.30(11) . .
N3 Zn1 N2 88.80(11) . .
N1 Zn1 O1 98.42(11) . .
N4 Zn1 O1 99.00(10) . .
N3 Zn1 O1 100.82(11) . .
N2 Zn1 O1 98.69(10) . .
O1 P1 O2 112.73(17) . .
O1 P1 O3 111.13(16) . .
O2 P1 O3 101.23(19) . .
O1 P1 C38 111.91(16) . .
O2 P1 C38 108.16(17) . .
O3 P1 C38 111.19(16) . .
P1 O1 Zn1 137.47(16) . .
C34A O2 P1 133.5(8) . .
C34 O2 P1 131.1(4) . .
C36 O3 P1 118.9(3) . .
C1 N1 C4 107.1(3) . .
C1 N1 Zn1 127.0(2) . .
C4 N1 Zn1 125.2(2) . .
C16 N2 C13 106.4(3) . .
C16 N2 Zn1 125.6(2) . .
C13 N2 Zn1 126.4(2) . .
C21 N3 C18 106.7(3) . .
C21 N3 Zn1 126.7(2) . .
C18 N3 Zn1 125.3(2) . .
C33 N4 C30 106.7(3) . .
C33 N4 Zn1 127.5(2) . .
C30 N4 Zn1 125.6(2) . .
N1 C1 C38 125.9(3) . 4_545
N1 C1 C2 108.7(3) . .
C38 C1 C2 125.4(3) 4_545 .
C3 C2 C1 107.3(4) . .
C2 C3 C4 107.7(3) . .
N1 C4 C5 126.5(3) . .
N1 C4 C3 109.2(3) . .
C5 C4 C3 124.3(3) . .
C4 C5 C13 126.0(3) . .
C4 C5 C6 116.1(3) . .
C13 C5 C6 117.9(3) . .
C12 C6 C7 118.2(3) . .
C12 C6 C5 121.0(3) . .
C7 C6 C5 120.8(3) . .
C8 C7 C6 120.4(4) . .
C7 C8 C9 120.4(4) . .
C11 C9 C8 119.1(4) . .
C11 C9 C10 119.3(4) . .
C8 C9 C10 121.6(4) . .
N5 C10 C9 178.7(6) . .
C9 C11 C12 120.2(4) . .
C6 C12 C11 121.5(4) . .
N2 C13 C5 124.4(3) . .
N2 C13 C14 109.5(3) . .
C5 C13 C14 126.2(3) . .
C15 C14 C13 107.6(3) . .
C14 C15 C16 106.0(3) . .
N2 C16 C17 124.8(3) . .
N2 C16 C15 110.6(3) . .
C17 C16 C15 124.7(4) . .
C18 C17 C16 127.2(4) . .
N3 C18 C17 125.5(3) . .
N3 C18 C19 109.5(3) . .
C17 C18 C19 125.0(3) . .
C20 C19 C18 107.3(3) . .
C19 C20 C21 106.9(3) . .
N3 C21 C22 124.8(3) . .
N3 C21 C20 109.7(3) . .
C22 C21 C20 125.6(3) . .
C30 C22 C21 126.0(3) . .
C30 C22 C23 116.7(3) . .
C21 C22 C23 117.3(3) . .
C29 C23 C24 118.4(3) . .
C29 C23 C22 120.3(3) . .
C24 C23 C22 121.1(3) . .
C23 C24 C25 120.5(4) . .
C26 C25 C24 119.7(4) . .
C28 C26 C25 120.3(3) . .
C28 C26 C27 119.9(4) . .
C25 C26 C27 119.8(4) . .
N6 C27 C26 178.7(5) . .
C26 C28 C29 119.9(4) . .
C28 C29 C23 121.1(4) . .
N4 C30 C22 125.8(3) . .
N4 C30 C31 109.2(3) . .
C22 C30 C31 125.0(3) . .
C32 C31 C30 107.7(3) . .
C31 C32 C33 107.7(3) . .
N4 C33 C38 124.5(3) . 4_545
N4 C33 C32 108.7(3) . .
C38 C33 C32 126.8(3) 4_545 .
O2 C34 C35 117.0(6) . .
O2 C34A C35 127.7(12) . .
O3 C36 C37 108.0(5) . .
C33 C38 C1 124.9(3) 4 4
C33 C38 P1 119.0(3) 4 .
C1 C38 P1 116.1(3) 4 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N1 2.067(3) .
Zn1 N4 2.073(3) .
Zn1 N3 2.074(3) .
Zn1 N2 2.074(3) .
Zn1 O1 2.081(2) .
P1 O1 1.468(3) .
P1 O2 1.549(3) .
P1 O3 1.556(3) .
P1 C38 1.799(4) .
O2 C34A 1.296(15) .
O2 C34 1.376(7) .
O3 C36 1.452(6) .
N1 C1 1.360(4) .
N1 C4 1.376(4) .
N2 C16 1.363(4) .
N2 C13 1.365(4) .
N3 C21 1.358(4) .
N3 C18 1.363(4) .
N4 C33 1.378(4) .
N4 C30 1.385(4) .
N5 C10 1.147(5) .
N6 C27 1.138(5) .
C1 C38 1.413(5) 4_545
C1 C2 1.459(5) .
C2 C3 1.332(5) .
C3 C4 1.435(5) .
C4 C5 1.392(5) .
C5 C13 1.397(5) .
C5 C6 1.505(5) .
C6 C12 1.371(5) .
C6 C7 1.383(5) .
C7 C8 1.376(6) .
C8 C9 1.383(6) .
C9 C11 1.362(5) .
C9 C10 1.441(6) .
C11 C12 1.376(5) .
C13 C14 1.441(5) .
C14 C15 1.350(5) .
C15 C16 1.441(5) .
C16 C17 1.391(5) .
C17 C18 1.386(5) .
C18 C19 1.437(5) .
C19 C20 1.336(5) .
C20 C21 1.441(5) .
C21 C22 1.409(5) .
C22 C30 1.393(5) .
C22 C23 1.498(5) .
C23 C29 1.386(5) .
C23 C24 1.391(5) .
C24 C25 1.391(5) .
C25 C26 1.379(5) .
C26 C28 1.373(5) .
C26 C27 1.444(5) .
C28 C29 1.379(5) .
C30 C31 1.428(5) .
C31 C32 1.343(5) .
C32 C33 1.444(5) .
C33 C38 1.411(5) 4_545
C34 C35 1.436(9) .
C34A C35 1.375(14) .
C36 C37 1.509(7) .
C38 C33 1.411(5) 4
C38 C1 1.413(5) 4
